1-Aminocyclopropanecarbonitrile → HCID 59619362, compound

HRID 1367551Notes

Reaction equation

C([O:3][C:4]([C@@H:6]1[CH2:10][C@@H:9]([S:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[Cl:21])(=[O:13])=[O:12])[CH2:8][C@H:7]1[CH2:22][O:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)=O)C.[NH2:33][C:34]1([C:37]#[N:38])[CH2:36][CH2:35]1>>[C:37]([C:34]1([NH:33][C:4]([C@@H:6]2[CH2:10][C@@H:9]([S:11]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=3[Cl:21])(=[O:13])=[O:12])[CH2:8][C@H:7]2[CH2:22][O:23][CH2:24][C:25]2[CH:26]=[CH:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=2)=[O:3])[CH2:36][CH2:35]1)#[N:38]

Participants

Reactant 2

HCID 5568881-Aminocyclopropanecarbonitrile

HCID 66918459HCID 66918459, compound

Product 1

HCID 59619362HCID 59619362, compound

Procedure

The title compound was prepared in analogy to example 68 step 10 and 11 using (1R,2R,4S)-4-(2-chloro-4-fluoro-benzenesulfonyl)-2-(4-methoxy-benzyloxymethyl)-cyclopentanecarboxylic acid ethyl ester (example 153 step 8) and 1-amino-cyclopropanecarbonitrile. Light yellow oil (80%). MS (EI): 521.2 (M+H)+.

Sources & evidence

ORD record: ord-74fc86678823467295ccce9d3a09b6bc
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893099B2

Reaction notes

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