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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391141Generated: October 26, 2026

Ammonia hydroxide → 4-(4-morpholino-6-((4-N-methylsulfonylpiperazin-1-yl)methyl)thieno[3,2-d]pyrimidin-2-yl)pyridin-2-amine

https://huagongshe.com/reaction/391141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonia hydroxideHCID 21862953—
Reactant2-(2-Fluoro-pyridin-4-yl)-6-(4-methanesulfonyl-piperazin-1-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidineHCID 66934235—
Product4-(4-morpholino-6-((4-N-methylsulfonylpiperazin-1-yl)methyl)thieno[3,2-d]pyrimidin-2-yl)pyridin-2-amineHCID 24948355—

Reaction Steps

2-(2-Fluoro-pyridin-4-yl)-6-(4-methanesulfonyl-piperazin-1-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine (107 mg) was heated in ammonia hydroxide (90 ml) in a sealed stainless steel pressurized vessel at 150° C. for 5 days. Extraction into chloroform and purification on silica afforded 418 (57 mg). NMR (CDCl3): 2.67-2.71 (4H, m), 2.81 (3H, s), 3.29-3.33 (4H, m), 3.89 (2H, s), 3.89-3.93 (4H, m), 4.08-4.12 (4H, m), 4.55 (2H, br s), 7.36 (1H, s), 7.54 (1H, s), 7.65 (1H, d, J=5.3), 8.21 (1H, d, J=5.3) MS (ESI+): MH+ 490.16 (74%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383620B2
Source datasetuspto-grants-2013_02
ORD IDord-1150a56a28d54bdfa2e3f1e8461e5529
Source noteuspto-grants-2013_02