HCID 12477807, compound → HCID 57497105, compound

HRID 2409195Notes

Reaction equation

HRID 2409195 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.[C:21]([N:24]1[C:32]2[C:27](=[CH:28][CH:29]=[C:30]([F:33])[CH:31]=2)[C:26](=O)[CH2:25]1)(=[O:23])[CH3:22].[B][B][B][B][B][B][B][B][B][B]>>[C:21]([N:24]1[C:32]2[C:27](=[CH:28][CH:29]=[C:30]([F:33])[CH:31]=2)[CH:26]([NH:19][C:17]2[CH:16]=[CH:15][C:14]([F:20])=[C:13]([C@@:4]3([CH3:12])[N:3]=[C:2]([NH2:1])[N:7]([CH3:8])[C:6](=[O:9])[C:5]3([CH3:10])[CH3:11])[CH:18]=2)[CH2:25]1)(=[O:23])[CH3:22]

Participants

4

Reactant 3

HCID 12477807HCID 12477807, 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 57497105HCID 57497105, 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 1-acetyl-6-fluoro-1,2-dihydro-indol-3-one using decaborane yielded a mixture of epimers of the title compound as a light red waxy solid. MS (ESI): m/z=456.4 [M+H]+.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-d826915428a34318af7b60c170dc73ce
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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