2-(Trifluoromethoxy)aniline → HCID 57497011, compound

HRID 2409161Notes

Reaction equation

C(OC(=O)[NH:7][C:8]1[N:9]([CH3:26])[C:10](=[O:25])[C:11]([CH3:24])([CH3:23])[C@:12]([C:15]2[CH:20]=[C:19](Br)[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1)(C)(C)C.[F:28][C:29]([F:39])([F:38])[O:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[NH2:37]>>[NH2:7][C:8]1[N:9]([CH3:26])[C:10](=[O:25])[C:11]([CH3:23])([CH3:24])[C@:12]([C:15]2[CH:20]=[C:19]([NH:37][C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=3[O:30][C:29]([F:28])([F:38])[F:39])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1

Participants

Reactant 2

HCID 737542-(Trifluoromethoxy)aniline

HCID 57497154[(S)-4-(5-bromo-2-fluoro-phenyl)-1,4,5,5-tetramethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester2×

Product 1

HCID 57497011HCID 57497011, compound

Procedure

The coupling of [(S)-4-(5-bromo-2-fluoro-phenyl)-1,4,5,5-tetramethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (intermediate E8) and o-(trifluoromethoxy)phenylamine according to procedure A followed by deprotection yielded the title compound as a white solid. MS (ESI): m/z=439.3 [M+H]+.

Sources & evidence

ORD record: ord-8ba0a056df5c420eb508bca4ab839af6
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815881B2

Reaction notes

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