2-(S)-[(5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acid → 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid (1-(S)-(4-fluorobenzyl)-2-{4-[methyl(2-nitrobenzenesulfonyl)amino]piperidin-1-yl}-2-oxoethyl)amide

HRID 1693393Notes

Reaction equation

HRID 1693393 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[CH:10]=[C:9]([C:11]([NH:13][C@@H:14]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[C:15](O)=[O:16])=[O:12])[NH:8][C:5]2=[CH:6][N:7]=1.Cl.[CH3:27][N:28]([CH:41]1[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]1)[S:29]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[N+:38]([O-:40])=[O:39])(=[O:31])=[O:30]>>[F:25][C:22]1[CH:23]=[CH:24][C:19]([CH2:18][C@H:14]([NH:13][C:11]([C:9]2[NH:8][C:5]3=[CH:6][N:7]=[C:2]([Cl:1])[CH:3]=[C:4]3[CH:10]=2)=[O:12])[C:15]([N:44]2[CH2:43][CH2:42][CH:41]([N:28]([CH3:27])[S:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[N+:38]([O-:40])=[O:39])(=[O:31])=[O:30])[CH2:46][CH2:45]2)=[O:16])=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 597536992-(S)-[(5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acidHCID 67278766N-methyl-2-nitro-N-piperidin-4-yl-benzenesulfonamide hydrochloride

Product 1

HCID 597537125-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid (1-(S)-(4-fluorobenzyl)-2-{4-[methyl(2-nitrobenzenesulfonyl)amino]piperidin-1-yl}-2-oxoethyl)amide

Procedure

Prepared according to EXAMPLE 231 from 2-(S)-[(5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)-propionic acid (EXAMPLE 230) and N-methyl-2-nitro-N-piperidin-4-yl-benzenesulfonamide hydrochloride (Preparation 75). m/z (ES+)=643.36 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-cd9902fdebb04c379bd651380de7c575
Source dataset
uspto-grants-2012_04
Patent number
US08158622B2

Reaction notes

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