6-Chloronicotinoyl Chloride → 6-chloro-N-{3-[8-(2,6-difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylphenyl}-3-pyridinecarboxamide

HRID 222951Notes

Reaction equation

HRID 222951 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:29])=[C:6]([C:8]2[C:9]3[CH:19]=[CH:18][C:17](=[O:20])[N:16]([C:21]4[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=4[F:28])[C:10]=3[N:11]=[C:12]([S:14][CH3:15])[N:13]=2)[CH:7]=1.[Cl:30][C:31]1[N:36]=[CH:35][C:34]([C:37](Cl)=[O:38])=[CH:33][CH:32]=1>>[Cl:30][C:31]1[N:36]=[CH:35][C:34]([C:37]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([CH3:29])=[C:6]([C:8]3[C:9]4[CH:19]=[CH:18][C:17](=[O:20])[N:16]([C:21]5[C:22]([F:28])=[CH:23][CH:24]=[CH:25][C:26]=5[F:27])[C:10]=4[N:11]=[C:12]([S:14][CH3:15])[N:13]=3)[CH:7]=2)=[O:38])=[CH:33][CH:32]=1

Participants

3

Reactant 2

HCID 27821656-Chloronicotinoyl ChlorideHCID 592126794-(5-amino-2-methylphenyl)-8-(2,6-difluorophenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

Product 1

HCID 119478596-chloro-N-{3-[8-(2,6-difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylphenyl}-3-pyridinecarboxamide

Procedure

The title compound was prepared as described in Example 7b from 4-(5-amino-2-methylphenyl)-8-(2,6-difluorophenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one and 6-chloro-3-pyridinecarbonyl chloride: LC-MS m/z 550 (M+H)+, 2.63 min (ret time).

Workup

  1. customLC-MS m/z 550 (M+H)+, 2.63 min (ret time)

Sources & evidence

ORD record
ord-56cc614df8ca4f4eb1e27ccc5386a086
Source dataset
uspto-grants-2012_06
Patent number
US08207176B2

Reaction notes

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