5-Bromo-N-methoxy-N-methylpyridine-3-carboxamide → (5-Bromopyridin-3-yl){7-[(1R)-1-methyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}methanone

HRID 82149

Reaction equation

HRID 82149 reaction equation
I[C:2]1[C:10]2[CH:9]=[N:8][CH:7]=[N:6][C:5]=2[N:4]([C@H:11]([CH3:20])[CH2:12][O:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][O:15]2)[CH:3]=1.[Br:21][C:22]1[CH:23]=[N:24][CH:25]=[C:26]([CH:33]=1)[C:27](N(OC)C)=[O:28]>>[Br:21][C:22]1[CH:33]=[C:26]([C:27]([C:2]2[C:10]3[CH:9]=[N:8][CH:7]=[N:6][C:5]=3[N:4]([C@H:11]([CH3:20])[CH2:12][O:13][CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][O:15]3)[CH:3]=2)=[O:28])[CH:25]=[N:24][CH:23]=1

Participants

3

Reactant 2

HCID 184722695-Bromo-N-methoxy-N-methylpyridine-3-carboxamideHCID 708175925-iodo-7-[(1R)-1-methyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 70817486(5-Bromopyridin-3-yl){7-[(1R)-1-methyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}methanone

Procedure

The title compound was prepared according to the method described for Preparation 24 using 5-iodo-7-[(1R)-1-methyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidine (see Preparation 17) and 5-bromo-N-methoxy-N-methylnicotinamide to afford the title compound as a brown oil in 66% yield, 215 mg.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-944248de04e44f95974252aa3ef62504
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Linked notes

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