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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468675Generated: October 29, 2026

1-Methyl-2-pyrrolecarboxylic acid → HCID 58157688, compound

https://huagongshe.com/reaction/468675

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methyl-2-pyrrolecarboxylic acidHCID 81453—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantThieno[3,2-c]pyridine-2-carboxylic acid, 4,5,6,7-tetrahydro-3-methyl-, ethyl esterHCID 58157568—
SolventDimethylformamideHCID 6228—
ProductHCID 58157688HCID 58157688—

Reaction Steps

A solution of N-methylpyrrole-2-carboxylic acid (12.5 mg, 0.1 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (0.048 g, 0.11 mmol) and N,N-diisopropylethylamine (52.2 μL, 0.3 mmol) in N,N-dimethylformamide (1 mL, 12.9 mmol) was stirred at room temperature for 15 minutes. A solution of ethyl 3-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylate (22.5 mg, 0.1 mmol) in N,N-dimethylformamide (1 mL) was then added and the reaction was further stirred at room temperature overnight. The solution was evaporated to dryness and the residue obtained was partitioned between DCM (2 mL) and half-saturated aqueous sodium bicarbonate solution (2 mL). Upon separation of the layers, the aqueous layer was extracted with additional DCM (2 mL) and the combined organic layers were concentrated to dryness.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08624040B2
Source datasetuspto-grants-2014_01
ORD IDord-595794b9442749f6afdba6ef3c09cee5
Source noteuspto-grants-2014_01