4-(Dimethylamino)benzoyl chloride → 4-tert-Butyl-N-{3-[6-(3,6-dihydro-2H-thiopyran-4yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluor-2-methyl-phenyl}-benzamide

HRID 589499Notes

Reaction equation

HRID 589499 reaction equation
[S:1]1[CH2:6][CH:5]=[C:4]([C:7]2[NH:24][C:10]3[N:11]=[CH:12][N:13]=[C:14]([C:15]4[C:16]([CH3:23])=[C:17]([NH2:22])[CH:18]=[C:19]([F:21])[CH:20]=4)[C:9]=3[CH:8]=2)[CH2:3][CH2:2]1.CN(C)[C:27]1[CH:35]=[CH:34][C:30]([C:31](Cl)=[O:32])=[CH:29][CH:28]=1.[C:37](C1C=CC=CC=1C(Cl)=O)([CH3:40])([CH3:39])[CH3:38]>>[C:37]([C:27]1[CH:35]=[CH:34][C:30]([C:31]([NH:22][C:17]2[CH:18]=[C:19]([F:21])[CH:20]=[C:15]([C:14]3[C:9]4[CH:8]=[C:7]([C:4]5[CH2:5][CH2:6][S:1][CH2:2][CH:3]=5)[NH:24][C:10]=4[N:11]=[CH:12][N:13]=3)[C:16]=2[CH3:23])=[O:32])=[CH:29][CH:28]=1)([CH3:40])([CH3:39])[CH3:38]

Participants

4

Reactant 3

HCID 44007824-(Dimethylamino)benzoyl chlorideHCID 137671862-tert-Butylbenzoyl chlorideHCID 867309913-[6-(3,6-Dihydro-2H-thiopyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluoro-2-methyl-phenylamine

Product 1

HCID 712306934-tert-Butyl-N-{3-[6-(3,6-dihydro-2H-thiopyran-4yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluor-2-methyl-phenyl}-benzamide

Procedure

Example 24 was prepared analogue to Example 15 by replacing Intermediate 6 with Intermediate 16 and 4-dimethyaminobenzoyl chloride with tert-butylbenzoyl chloride.

Workup

  1. customExample 24 was prepared analogue to Example 15

Sources & evidence

ORD record
ord-5956685ecc0749dfb006d1eeff8a1947
Source dataset
uspto-grants-2016_01
Patent number
US09233111B2

Reaction notes

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