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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898485Generated: October 31, 2026

Dimethylformamide → N-(Cyclopropylmethyl)-2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

https://huagongshe.com/reaction/1898485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCyclopropanemethanamineHCID 75646—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 67502982HCID 67502982—
SolventTetrahydrofuranHCID 8028—
ProductN-(Cyclopropylmethyl)-2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamideHCID 5696848718.6%

Reaction Steps

The title compound was prepared following the procedure described for Example-1 by using 2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylic acid (Intermediate-61, 0.100 g, 0.245 mmol), cyclopropylmethanamine (0.025 g, 0.363 mmol), TBTU (0.157 g, 0.49 mmol), DMF (5 mL), THF (3 mL) to afford 0.021 g of the desired product. 1HNMR (DMSO-d6): δ 0.22 (d, J=4.2 Hz, 2H), 0.44 (d, J=6.6 Hz, 2H), 1.02 (m, 1H), 1.54 (s, 6H), 3.19 (m, 2H), 3.44 (s, 2H), 3.56 (s, 3H), 7.22 (s, 1H), 7.80 (m, 1H), 8.45 (s, 2H), 10.79 (s, 1H); MS [M+]+: 459.03.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-c45d0e1308aa4006807a53f1a6465a94
Source noteuspto-grants-2013_08