Dimethylformamide → HCID 68683228, compound

HRID 1820478Notes

Reaction equation

HRID 1820478 reaction equation
[F:1][C:2]1([F:32])[CH2:7][CH2:6][N:5]([C:8]([C:10]2[NH:11][C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([C:19]([N:21]2[CH2:25][CH2:24][CH2:23][C@H:22]2CN2CCCC2)=[O:20])=[CH:14][CH:13]=3)=[O:9])[CH2:4][CH2:3]1.[H-].[Na+].CS(O[CH2:40][C:41]([F:44])([F:43])[F:42])(=O)=O.[CH3:45][N:46](C)[CH:47]=O>>[F:1][C:2]1([F:32])[CH2:3][CH2:4][N:5]([C:8]([C:10]2[N:11]([CH2:40][C:41]([F:44])([F:43])[F:42])[C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([C:19]([N:21]2[CH2:25][CH2:24][C@H:23]([N:46]([CH3:47])[CH3:45])[CH2:22]2)=[O:20])=[CH:14][CH:13]=3)=[O:9])[CH2:6][CH2:7]1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 5565652,2,2-Trifluoroethyl MethanesulfonateHCID 68680741HCID 68680741, compound

Product 1

HCID 68683228HCID 68683228, compoundYield 85%

Procedure

The title compound was synthesized in analogy to example 51, from [2-(4,4-difluoro-piperidine-1-carbonyl)-1H-indol-5-yl]-((S)-2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone (example 42), sodium hydride and 2,2,2-trifluoroethyl methanesulfonate in N,N-dimethylformamide, to give the desired product as a white foam (85%).

Sources & evidence

ORD record
ord-eba69c456e7b485d9f55ef4fe2c3956a
Source dataset
uspto-grants-2009_10
Patent number
US07601711B2

Reaction notes

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