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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737203Generated: October 30, 2026

Dimethylformamide → HCID 59140918, compound

https://huagongshe.com/reaction/737203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-BOC-3-AminopiperidineHCID 545809—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 86616433HCID 86616433—
ProductHCID 59140918HCID 59140918—

Reaction Steps

2-[4-(2-carboxy-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (General Procedure 3A, 125 mg, 0.28 mmol) was dissolved in 4 mL of DMF. To this solution was added HATU (160.9 mg, 0.42 mmol) and DIEA (0.05 mL, 0.36 mmol). This solution was stirred at room temperature for 1 hour. To this solution was added 56.3 mg of 3-amino-piperidine-1-carboxylic acid-tert-butyl ester. Reaction mixture was stirred overnight at room temperature, and then purified using reverse phase HPLC. MS: 634.3 (M+H+); H1 NMR (DMSO-d6): δ(ppm) 12.48 (s, 1H), 8.10 (m, 5H), 7.36 (br s, 2H), 7.08 (m, 3H), 5.01 (m, 2H), 4.43 (m, 2H), 3.80-3.50 (m, 4H), 2.81 (m, 2H), 2.23 (m, 2H), 1.93 (m, 5H), 1.29 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595398B2
Source datasetuspto-grants-2009_09
ORD IDord-3b85095d7bfa4b44a2a0fbcb81fb9d17
Source noteuspto-grants-2009_09