HCID 825700, compound → HCID 57497006, compound

HRID 2409181Notes

Reaction equation

HRID 2409181 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.[Cl:21][C:22]1[CH:23]=[C:24]2[C:28](=[CH:29][CH:30]=1)[C:27](=O)[CH2:26][C:25]2([CH3:33])[CH3:32].[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:27]3[C:28]4[C:24](=[CH:23][C:22]([Cl:21])=[CH:30][CH:29]=4)[C:25]([CH3:33])([CH3:32])[CH2:26]3)[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1

Participants

4

Reactant 3

HCID 825700HCID 825700, compoundHCID 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 57497006HCID 57497006, 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 5-chloro-3,3-dimethyl-indan-1-one (prepared according to Claiborne, C. F. et al., Int. patent application WO 2008/019124) using decaborane yielded a mixture of epimers of the title compound as a colorless waxy solid. MS (ESI): m/z=457.4 [M+H]+.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-2dbb8cb37df3463487898464cfaf322c
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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