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-(3,6-dihydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-2-methyl-phenyl}-benzamide

HRID 589523Notes

Reaction equation

HRID 589523 reaction equation
Cl[C:2]1[C:3]2[CH:10]=[C:9]([C:11]3[CH2:12][CH2:13][O:14][CH2:15][CH:16]=3)[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.BrC1NC2N=CN=C([C:26]3[C:27]([CH3:45])=[C:28]([NH:32][C:33](=[O:44])[C:34]4[CH:39]=[CH:38][C:37]([C:40]([CH3:43])([CH3:42])[CH3:41])=[CH:36][CH:35]=4)[CH:29]=[CH:30][CH:31]=3)C=2C=1>>[C:40]([C:37]1[CH:38]=[CH:39][C:34]([C:33]([NH:32][C:28]2[CH:29]=[CH:30][CH:31]=[C:26]([C:2]3[C:3]4[CH:10]=[C:9]([C:11]5[CH2:12][CH2:13][O:14][CH2:15][CH:16]=5)[NH:8][C:4]=4[N:5]=[CH:6][N:7]=3)[C:27]=2[CH3:45])=[O:44])=[CH:35][CH:36]=1)([CH3:43])([CH3:41])[CH3:42]

Participants

3

Reactant 2

HCID 71231463N-[3-(6-Bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2-methyl-phenyl]-4-tert-butyl-benzamideHCID 867309884-Chloro-6-(3,6-dihydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 712307724-tert-Butyl-N-{3-[6-(3,6-dihydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-2-methyl-phenyl}-benzamide

Procedure

Example 64 was prepared analogue to Intermediate 11 by replacing 4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine with Intermediate 54.

Sources & evidence

ORD record
ord-5bf3efb9d0244534ab43cec45931842b
Source dataset
uspto-grants-2016_01
Patent number
US09233111B2

Reaction notes

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