Cyclopropanecarbonyl chloride → HCID 86654621, compound

HRID 2384837Notes

Reaction equation

[NH2:1][C@H:2]1[CH2:6][N:5]([C:7]2[S:8][C:9](=[CH:13][C:14]3[CH:15]=[C:16]4[C:20](=[CH:21][CH:22]=3)[N:19]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][C:25]=3[C:34]([F:37])([F:36])[F:35])[N:18]=[CH:17]4)[C:10](=[O:12])[N:11]=2)[C@@H:4]([CH2:38][OH:39])[CH2:3]1.[CH:40]1([C:43](Cl)=[O:44])[CH2:42][CH2:41]1>>[F:35][C:34]([F:37])([F:36])[C:25]1[CH:26]=[C:27]([C:30]([F:33])([F:31])[F:32])[CH:28]=[CH:29][C:24]=1[CH2:23][N:19]1[C:20]2[C:16](=[CH:15][C:14]([CH:13]=[C:9]3[S:8][C:7]([N:5]4[C@@H:4]([CH2:38][OH:39])[CH2:3][C@@H:2]([NH:1][C:43]([CH:40]5[CH2:42][CH2:41]5)=[O:44])[CH2:6]4)=[N:11][C:10]3=[O:12])=[CH:22][CH:21]=2)[CH:17]=[N:18]1

Participants

Reactant 2

HCID 77637Cyclopropanecarbonyl chloride

HCID 86654620HCID 86654620, compound

Product 1

HCID 86654621HCID 86654621, compound

Procedure

N-{(3R,5R)-1-[5-({1-[2,4-Bis(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-4-oxo-4,5-dihydro-1,3-thiazol-2-yl]-5-(hydroxymethyl)pyrrolidin-3-yl}cyclopropanecarboxamide was prepared from 2-[(2R,4R)-4-Amino-2-(hydroxymethyl)pyrrolidin-1-yl]-5-({1-[2,4-bis(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-1,3-thiazol-4(5H)-one (example 258) and Cyclopropylcarbonyl chloride.

Sources & evidence

ORD record: ord-c19e64e80b3942b389b30a4e8c01a24f
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263781B2

Reaction notes

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