Cyclopentanecarbonitrile, 2-oxo- → HCID 56649992, compound

HRID 2409218Notes

Reaction equation

HRID 2409218 reaction equation
[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:11])([CH3:10])[C@:4]([C:13]2[CH:18]=[C:17]([NH2:19])[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1.O=[C:22]1[CH2:26][CH2:25][CH2:24][CH:23]1[C:27]#[N:28].[B][B][B][B][B][B][B][B][B][B]>>[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:10])([CH3:11])[C@:4]([C:13]2[CH:18]=[C:17]([NH:19][CH:22]3[CH2:26][CH2:25][CH2:24][CH:23]3[C:27]#[N:28])[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1

Participants

4

Reactant 3

HCID 98930Cyclopentanecarbonitrile, 2-oxo-HCID 57497157(S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one2×HCID 178419135HCID 178419135, compound

Product 1

HCID 56649992HCID 56649992, compound

Procedure

The reductive amination of (S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one (intermediate J) and rac-2-oxo-cyclopentanecarbonitrile using decaborane yielded a mixture of epimers of the title compound as a white foam. MS (ESI): m/z=372.2 [M+H]+.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-63aff96608f64d309c2bf88c494480ba
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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