HCID 58748239, compound → HCID 42643389, compound

HRID 1162629Notes

Reaction equation

[N:1]1([CH2:6][C@H:7]2[NH:11][CH2:10][C@H:9]([NH:12][C:13]([C:15]3[S:16][C:17]([Cl:20])=[CH:18][CH:19]=3)=[O:14])[CH2:8]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.BrC([C:26]1[CH:31]=[CH:30][C:29]([N:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]2=[O:38])=[CH:28][C:27]=1[F:39])C(N)=O>>[F:39][C:27]1[CH:28]=[C:29]([N:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]2=[O:38])[CH:30]=[CH:31][C:26]=1[NH:12][C:13]([CH2:15][N:11]1[C@H:7]([CH2:6][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:8][C@@H:9]([NH:12][C:13]([C:15]2[S:16][C:17]([Cl:20])=[CH:18][CH:19]=2)=[O:14])[CH2:10]1)=[O:14]

Participants

Reactant 2

HCID 58748239HCID 58748239, compound

HCID 68646448HCID 68646448, compound

Product 1

HCID 42643389HCID 42643389, compound

Procedure

17.5 Using general procedure A 5-chloro-thiophene-2-carboxylic acid ((3R,5S)-5-pyrrolidin-1-ylmethyl-pyrrolidin-3-yl)-amide was reacted with 2-bromo-[2-fluoro-4-(2-oxo-pyridin-1-yl)-phenyl]-acetamide (example 11.3) to give 5-chloro-thiophene-2-carboxylic acid ((3R,5S)-1-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-methyl}-5-pyrrolidin-1-ylmethyl-pyrrolidin-3-yl)-amide. Light yellow solid. MS 558.2 ([M+H]+)

Sources & evidence

ORD record: ord-8f249d7ca0634dcfb7d85d87864c1716
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820699B2

Reaction notes

Loading…