O-Toluidine → HCID 57497030, compound

HRID 2409150Notes

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.[CH3:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:34]=1[NH2:35]>>[NH2:7][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]([NH:35][C:34]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[CH3:28])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1

Participants

Reactant 2

HCID 7242O-Toluidine

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 57497030HCID 57497030, 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-tolylamine according to procedure A followed by deprotection yielded the title compound as a white solid. MS (ESI): m/z=369.2 [M+H]+.

Sources & evidence

ORD record: ord-939983f453934c40a30c1e48965392e7
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815881B2

Reaction notes

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