Regioselective Synthesis of 2,8-Disubstituted 4-Aminopyrido[3,2-d]pyrimidine-6-carboxylic Acid Methyl Ester Compounds
Gwenaelle Bouscary-Deforges; Agnes Bombrun; John Kallikat Augustine; Gérald Bernardinelli; Anna Quattropani; Journal of Organic Chemistry 77 (2012) 243–252; doi:10.1021/jo201834d

data_4026835
_publ_contact_author
;
   Anna Quattropani
     Merck Serono S.A.
     9, Chemin des Mines
     CH-1202 Geneva
     Switzerland
;
_publ_contact_author_email       anna.quattropani@merckgroup.com
_publ_section_title
;
 Regioselective Synthesis of 2,8-Disubstituted
 4-Aminopyrido[3,2-d]pyrimidine-6-carboxylic Acid Methyl Ester Compounds
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_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              243
_journal_page_last               252
_journal_paper_doi               10.1021/jo201834d
_journal_volume                  77
_journal_year                    2012
_chemical_formula_moiety         'C14 H17 Cl N4 O2 S'
_chemical_formula_sum            'C14 H17 Cl N4 O2 S'
_chemical_formula_weight         340.9
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.0.1
_audit_creation_date             2008-06-17
_audit_creation_method           from_xtal_archive_file_using_CIFIO
_audit_update_record             2008-06-17
_cell_angle_alpha                90.00000
_cell_angle_beta                 100.761(8)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   7.4207(5)
_cell_length_b                   17.8547(9)
_cell_length_c                   11.9918(9)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.8
_cell_measurement_theta_min      4.3
_cell_volume                     1560.91(18)
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO
_computing_structure_refinement  xtal_CRYLSQ
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 6
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       \f
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .040
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12479
_diffrn_reflns_theta_full        25.8
_diffrn_reflns_theta_max         25.8
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    .39
_exptl_absorpt_correction_T_max  .9556
_exptl_absorpt_correction_T_min  .9263
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.45
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             712
_exptl_crystal_size_max          .21
_exptl_crystal_size_mid          .19
_exptl_crystal_size_min          .136
_refine_diff_density_max         .478
_refine_diff_density_min         -.6
_refine_ls_abs_structure_details none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.28(2)
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2166
_refine_ls_R_factor_gt           .030
_refine_ls_shift/su_max          .0004
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     \w=1/[\s^2^(Fo)+0.00015(Fo^2^)]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .030
_reflns_number_gt                2112
_reflns_number_total             2997
_reflns_threshold_expression     'refl observed if Fo > 2.99 \s(Fo)'
_cod_data_source_file            jo201834d_si_003.cif
_cod_data_source_block           GDES
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4026835