5-(Trifluoromethyl)pyridin-3-amine → HCID 57497022, compound

HRID 2409231Notes

Reaction equation

HRID 2409231 reaction equation
COC1C=CC(C([NH:24][C:25]2[N:30]([CH3:31])[C:29](=[O:32])[C:28]([CH3:34])([CH3:33])[C@:27]([C:36]3[CH:41]=[C:40](Br)[CH:39]=[CH:38][C:37]=3[F:43])([CH3:35])[N:26]=2)(C2C=CC(OC)=CC=2)C2C=CC=CC=2)=CC=1.[F:44][C:45]([F:54])([F:53])[C:46]1[CH:47]=[C:48]([NH2:52])[CH:49]=[N:50][CH:51]=1>>[NH2:24][C:25]1[N:30]([CH3:31])[C:29](=[O:32])[C:28]([CH3:33])([CH3:34])[C@:27]([C:36]2[CH:41]=[C:40]([NH:52][C:48]3[CH:49]=[N:50][CH:51]=[C:46]([C:45]([F:54])([F:44])[F:53])[CH:47]=3)[CH:39]=[CH:38][C:37]=2[F:43])([CH3:35])[N:26]=1

Participants

3

Reactant 2

HCID 140519365-(Trifluoromethyl)pyridin-3-amineHCID 57497159(S)-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-(5-bromo-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one2×

Product 1

HCID 57497022HCID 57497022, compound

Procedure

The coupling of (S)-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-(5-bromo-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one (intermediate K) and 5-trifluoromethyl-pyridin-3-ylamine according to procedure B followed by deprotection yielded the title compound as an off-white foam. MS (ESI): m/z=424.2 [M+H]+

Sources & evidence

ORD record
ord-e14446b21a34471fab6b7c5971dfa2a0
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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