1-Aminocyclopropanecarbonitrile → HCID 66918609, compound

HRID 1367545Notes

Reaction equation

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

Participants

Reactant 2

HCID 5568881-Aminocyclopropanecarbonitrile

HCID 66918675HCID 66918675, compound

Product 1

HCID 66918609HCID 66918609, compound

Procedure

The title compound was prepared in analogy to example 68 step 11 using (1R,2R,4R)-4-(2-Chloro-phenylsulfanyl)-2-[4-(4-fluoro-phenyl)-piperidin-1-ylmethyl]-cyclopentanecarboxylic acid (example 148 step 5) and 1-amino-cyclopropanecarbonitrile. Light yellow foam (52%). MS (EI): 512.3 (M+H)+.

Sources & evidence

ORD record: ord-17fc3721188c480abea03e954b524631
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893099B2

Reaction notes

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