p-Toluidine → HCID 57497032, compound

HRID 2409157Notes

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

Participants

Reactant 2

HCID 7813p-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 57497032HCID 57497032, 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 p-tolylamine according to procedure A followed by deprotection yielded the title compound as an off white solid. MS (ESI): m/z=369.2 [M+H]+.

Sources & evidence

ORD record: ord-867533b4abff43dd8c3f4fca9c9d21d1
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815881B2

Reaction notes

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