5-Fluoro-2-methylindan-1-one → HCID 57496998, compound

HRID 2409183Notes

Reaction equation

HRID 2409183 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.[F:21][C:22]1[CH:23]=[C:24]2[C:28](=[CH:29][CH:30]=1)[C:27](=O)[CH:26]([CH3:32])[CH2:25]2.[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]([F:21])=[CH:30][CH:29]=4)[CH2:25][CH:26]3[CH3:32])[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1

Participants

4

Reactant 3

HCID 30162575-Fluoro-2-methylindan-1-oneHCID 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 57496998HCID 57496998, 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-5-fluoro-2-methyl-indan-1-one using decaborane yielded a mixture of isomers of the title compound as a white solid. MS (ESI): m/z=427.3 [M+H]+.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-2c70e878d62d410d86de026036d667ea
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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