4-tert-Butylbenzoyl chloride → 4-tert-Butyl-N-{3-[6-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluoro-2-methyl-phenyl}-benzamide

HRID 589501Notes

Reaction equation

HRID 589501 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][C:8]([C:11]3[NH:28][C:14]4[N:15]=[CH:16][N:17]=[C:18]([C:19]5[C:20]([CH3:27])=[C:21]([NH2:26])[CH:22]=[C:23]([F:25])[CH:24]=5)[C:13]=4[CH:12]=3)=[CH:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.CN(C)C1C=CC(C(Cl)=O)=CC=1.[C:41]([C:45]1[CH:53]=[CH:52][C:48]([C:49](Cl)=[O:50])=[CH:47][CH:46]=1)([CH3:44])([CH3:43])[CH3:42]>>[C:41]([C:45]1[CH:46]=[CH:47][C:48]([C:49]([NH:26][C:21]2[CH:22]=[C:23]([F:25])[CH:24]=[C:19]([C:18]3[C:13]4[CH:12]=[C:11]([C:8]5[CH2:9][CH2:10][C:5]6([O:1][CH2:2][CH2:3][O:4]6)[CH2:6][CH:7]=5)[NH:28][C:14]=4[N:15]=[CH:16][N:17]=3)[C:20]=2[CH3:27])=[O:50])=[CH:52][CH:53]=1)([CH3:44])([CH3:42])[CH3:43]

Participants

4

Reactant 3

HCID 743724-tert-Butylbenzoyl chlorideHCID 44007824-(Dimethylamino)benzoyl chlorideHCID 867309933-[6-(1,4-Dioxa-spiro[4.5]dec-7-en-8-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluoro-2-methyl-phenylamine

Product 1

HCID 712314624-tert-Butyl-N-{3-[6-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluoro-2-methyl-phenyl}-benzamide

Procedure

Example 27 was prepared analogue to Example 15 by replacing Intermediate 6 with Intermediate 18 and 4-dimethyaminobenzoyl chloride with 4-tert-butylbenzoyl chloride.

Workup

  1. customExample 27 was prepared analogue to Example 15

Sources & evidence

ORD record
ord-bff16d0bb7f74e7d919d19972903471b
Source dataset
uspto-grants-2016_01
Patent number
US09233111B2

Reaction notes

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