1-Aminocyclopropanecarbonitrile → HCID 66918738, compound

HRID 1367540Notes

Reaction equation

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

Participants

Reactant 2

HCID 5568881-Aminocyclopropanecarbonitrile

HCID 66918673HCID 66918673, compound

Product 1

HCID 66918738HCID 66918738, compound

Procedure

The title compound was prepared in analogy to example 68 step 11 using (1R,2R)-4-(2-Chloro-4-fluoro-benzenesulfonyl)-2-(4-fluoro-phenoxymethyl)-cyclopentanecarboxylic acid (epimeric mixture, example 143 and 144 step 6) and 1-aminocyclopropanecarbonitrile. Light orange oil (51%). MS (EI): 493.4 (M−H)−.

Sources & evidence

ORD record: ord-792305d7e7684f01add320c6b4967eb8
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893099B2

Reaction notes

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