Company: HCTI
Filing Date: 2025-05-09
Form Type: S-1/A
Source: 0001213900-25-041190
Chunk: 42

Company: Healthcare Triangle, Inc.
Filing Date: 2025-05-09
Form: S-1/A
Chunk 42
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curities, which were not registered under the Securities Act.

Private Placement in March 2025

On February 27, 2025,
the Company entered into securities purchase agreements with several institutional investors (the “Investors”) for the private
placement of 36,190,485 units (each a, “Unit”), with each Unit consisting of one share of the Company’s common stock
(“Common Stock”) or one pre-funded warrant (a “Pre-Funded Warrant”) to purchase one share of Common Stock, one
Series A Warrant (a “Series A Warrant”) to purchase one share of common stock and one Series B Warrant (a “Series B
Warrant” and together with the Series A Warrant, the “Purchase Warrants”) to purchase one share of Common Stock at an
offering price of $0.42 per Unit (or $0.41999 per Unit in the case of Units that include pre-funded warrants), for gross proceeds of $15.2
million (excluding any related expenses and underwriting discounts).

The initial exercise price for both the Series
A Warrants and Series B Warrants is $0.84 per share and both terminate on the fifth anniversary of the later of (x) effective date of
stockholder approval and (y) the earlier of (i) the effective date of the registration statement (the “Registration Statement”)
filed by the Company to register the underlying securities or (ii) the date that the underlying securities can be sold, assigned or transferred
without restriction or limitation pursuant to Rule 144 promulgated under the 1933 Act, as amended.

The securities were issued and sold in reliance
upon the exemption from registration provided by Section 4(a)(2) of the Securities Act of 1933, as amended, and Rule 506(b) promulgated
thereunder since, among other things, the issuance was made without any public solicitation to a limited number of accredited investors
and/or qualified institutional buyers and were acquired for investment purposes only.

<div align='center'>II-2</div>

Private Placement in December 2023

On December 28, 2023, the Company entered into
the Securities Purchase Agreement with the selling stockholder, pursuant to which the Company agreed to issue to the selling stockholder,
in a private placement (the “Private Placement”), Senior Secured 15% Original Issue Discount Convertible Promissory Notes
(the “Notes”) in the aggregate principal amount of