1-Oxo-indan-4-carboxylic acid → HCID 66727782, compound

HRID 2409194Notes

Reaction equation

HRID 2409194 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[C:30]2[CH:29]=[CH:28][CH:27]=[C:26]([C:31]([OH:33])=[O:32])[C:25]=2[CH2:24][CH2:23]1.[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[C:30]4[CH:29]=[CH:28][CH:27]=[C:26]([C:31]([OH:33])=[O:32])[C:25]=4[CH2:24][CH2:23]3)[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1

Participants

4

Reactant 3

HCID 125422061-Oxo-indan-4-carboxylic acidHCID 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 66727782HCID 66727782, 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-oxo-indan-4-carboxylic acid using decaborane yielded a mixture of epimers of the title compound as a light yellow foam. MS (ESI): m/z=439.3 [M+H]+.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-afa938b71e1a48c880ef34be6e5a3281
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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