4-(Methylsulfonyl)aniline → HCID 57497018, compound

HRID 2409220Notes

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.[CH3:44][S:45]([C:48]1[CH:53]=[CH:52][C:51]([NH2:54])=[CH:50][CH:49]=1)(=[O:47])=[O:46]>>[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:54][C:51]3[CH:50]=[CH:49][C:48]([S:45]([CH3:44])(=[O:47])=[O:46])=[CH:53][CH:52]=3)[CH:39]=[CH:38][C:37]=2[F:43])([CH3:35])[N:26]=1

Participants

Reactant 2

HCID 796174-(Methylsulfonyl)aniline

HCID 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 57497018HCID 57497018, 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 4-methanesulfonyl-phenylamine according to procedure B followed by deprotection yielded the title compound as a white solid. MS (ESI): m/z=433.3 [M+H]+.

Sources & evidence

ORD record: ord-78c0ed859dbf4147bdaba35b4e3cf15b
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815881B2

Reaction notes

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