4-Methylthiazole-5-carboxaldehyde → HCID 57497085, compound

HRID 2409165Notes

Reaction equation

HRID 2409165 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.[CH3:21][C:22]1[N:23]=[CH:24][S:25][C:26]=1[CH:27]=O.[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][CH2:27][C:26]3[S:25][CH:24]=[N:23][C:22]=3[CH3:21])[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1

Participants

4

Reactant 3

HCID 5813394-Methylthiazole-5-carboxaldehydeHCID 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 57497085HCID 57497085, 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 4-methylthiazole-5-carbaldehyde using decaborane yielded the title compound as a white solid. MS (ESI): m/z=390.3 [M+H]+.

Sources & evidence

ORD record
ord-a1400e3cc85c4f099b69d5bd1948bb64
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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