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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335576Generated: October 29, 2026

Dimethylformamide → HCID 59341385, compound

https://huagongshe.com/reaction/335576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Chloro-6-nitro-1-benzothiophene-2-carboxylic acidHCID 739867—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventMethanolHCID 887—
ProductHCID 59341385HCID 59341385—

Reaction Steps

427 mg (1.66 mmol) of 3-chloro-6-nitro-1-benzothiophene-2-carboxylic acid, 300 mg (1.51 mmol) of R-3-aminoquinuclidine dihydrochloride, 687.4 mg (1.81 mmol) of HATU, 701 mg (5.43 mmol) of N,N-diisopropylethylamine and 4.0 ml of DMF are reacted according to the general procedure. 20 ml of methanol and 4 g of Dowex WX2-200 are added, and the mixture is stirred at RT for 1 h. The mixture is filtered and washed successively with water, methanol, methanol/trifluoroacetic acid 9:1 and methanol/trifluoroacetic acid 1:1. Evaporation of the filtrate gives 270 mg (49% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08884017B2
Source datasetuspto-grants-2014_11
ORD IDord-2b219b02cf524bb0a83490fe95599b5d
Source noteuspto-grants-2014_11