N-(piperidin-4-yl)methanesulfonamide hydrochloride → 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [1-(S)-(4-fluorobenzyl)-2-(4-methanesulfonylaminopiperidin-1-yl)-2-oxoethyl]amide

HRID 751727Notes

Reaction equation

HRID 751727 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]([OH:17])=O)=[O:12])[NH:8][C:5]2=[CH:6][N:7]=1.Cl.[NH:27]1[CH2:32][CH2:31][CH:30]([NH:33][S:34]([CH3:37])(=[O:36])=[O:35])[CH2:29][CH2:28]1>>[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:27]2[CH2:28][CH2:29][CH:30]([NH:33][S:34]([CH3:37])(=[O:35])=[O:36])[CH2:31][CH2:32]2)=[O:17])=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 20569935N-(piperidin-4-yl)methanesulfonamide hydrochlorideHCID 597536992-(S)-[(5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acid

Product 1

HCID 597535315-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [1-(S)-(4-fluorobenzyl)-2-(4-methanesulfonylaminopiperidin-1-yl)-2-oxoethyl]amide

Procedure

The title compound was prepared according to EXAMPLE 229 from 2-(S)-[(5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acid (EXAMPLE 228) and N-piperidin-4-yl methanesulfonamide hydrochloride (Preparation 92). Purification gave the title compound as an off-white powder. m/z (ES+)=522.30 [M+H]+; RT=3.29 min.

Workup

  1. customThe title compound was prepared
  2. customPurification

Sources & evidence

ORD record
ord-6082bc836ed1489c8e47d43204ad9cdd
Source dataset
uspto-grants-2008_07
Patent number
US07405210B2

Reaction notes

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