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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056849Generated: October 28, 2026

Triethylamine → HCID 118129690, compound

https://huagongshe.com/reaction/1056849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(Cyclopropylmethyl)ammonium chlorideHCID 81671—
ReactantAcetic acid 4-chloro-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-2-ylmethyl esterHCID 89713563—
SolventAcetonitrileHCID 6342—
ProductHCID 118129690HCID 11812969096%

Reaction Steps

A mixture of acetic acid 4-chloro-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-2-ylmethyl ester (3.5 g, 0.011 mol), cyclopropylmethylamine hydrochloride (2.5 g, 0.023 mol) and triethylamine (4.6 g, 0.046 mol) in acetonitrile (15 ml) was stirred at room temperature for 12 h. The solvent was removed by distillation, and the residue was diluted with water and extracted with ethyl acetate (3×25 ml). The combined organic layers were dried over anhydrous sodium sulphate, concentrated to give acetic acid 4-(cyclopropyl-methyl-amino)-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-2-ylmethyl ester (3.5 g, 89%) as brown solid. 1H NMR (400 MHz, CDCl3): δ 0.43-0.47 (m, 2H), 0.69-0.77 (m, 2H), 1.71-1.77 (m, 2H), 1.87-1.93 (m, 2H), 2.18 (s, 3H), 2.82-2.92 (m, 5H), 3.03 (s, 3H), 5.19 (s, 2H); LC-MS: [M+H]=331.8 m/z.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399647B2
Source datasetuspto-grants-2016_07
ORD IDord-b30443409a4a4fd9b09f5da5cfeb38a4
Source noteuspto-grants-2016_07