N-[3-(6-Bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2-methyl-phenyl]-4-tert-butyl-benzamide → 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]-2-methyl-phenyl}-benzamide

HRID 589524Notes

Reaction equation

HRID 589524 reaction equation
Cl[C:2]1[C:3]2[CH:10]=[C:9]([C:11]3[CH2:20][CH2:19][C:14]4([O:18][CH2:17][CH2:16][O:15]4)[CH2:13][CH:12]=3)[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.BrC1NC2N=CN=C([C:30]3[C:31]([CH3:49])=[C:32]([NH:36][C:37](=[O:48])[C:38]4[CH:43]=[CH:42][C:41]([C:44]([CH3:47])([CH3:46])[CH3:45])=[CH:40][CH:39]=4)[CH:33]=[CH:34][CH:35]=3)C=2C=1>>[C:44]([C:41]1[CH:42]=[CH:43][C:38]([C:37]([NH:36][C:32]2[CH:33]=[CH:34][CH:35]=[C:30]([C:2]3[C:3]4[CH:10]=[C:9]([C:11]5[CH2:20][CH2:19][C:14]6([O:18][CH2:17][CH2:16][O:15]6)[CH2:13][CH:12]=5)[NH:8][C:4]=4[N:5]=[CH:6][N:7]=3)[C:31]=2[CH3:49])=[O:48])=[CH:39][CH:40]=1)([CH3:47])([CH3:45])[CH3:46]

Participants

3

Reactant 2

HCID 71231463N-[3-(6-Bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2-methyl-phenyl]-4-tert-butyl-benzamideHCID 867309944-Chloro-6-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 712314484-tert-Butyl-N-{3-[6-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-2-methyl-phenyl}-benzamide

Procedure

Example 65 was prepared analogue to Intermediate 17 by replacing 4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine with Intermediate 54.

Sources & evidence

ORD record
ord-eee9b561dcb249289ad5099b10ba7b2d
Source dataset
uspto-grants-2016_01
Patent number
US09233111B2

Reaction notes

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