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

HRID 82161Notes

Reaction equation

HRID 82161 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[C:10](I)=[CH:9][N:8]([C:12]([CH3:22])([CH3:21])[CH2:13][O:14][CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][O:16]3)[C:6]=2[N:7]=1.[Br:23][C:24]1[CH:25]=[N:26][CH:27]=[C:28]([CH:35]=1)[C:29](N(OC)C)=[O:30]>>[Br:23][C:24]1[CH:35]=[C:28]([C:29]([C:10]2[C:5]3[CH:4]=[N:3][C:2]([Cl:1])=[N:7][C:6]=3[N:8]([C:12]([CH3:22])([CH3:21])[CH2:13][O:14][CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][O:16]3)[CH:9]=2)=[O:30])[CH:27]=[N:26][CH:25]=1

Participants

3

Reactant 2

HCID 184722695-Bromo-N-methoxy-N-methylpyridine-3-carboxamideHCID 866720882-chloro-7-[1,1-dimethyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 86672087(5-Bromopyridin-3-yl){2-chloro-7-[1,1-dimethyl-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 28 using 2-chloro-7-[1,1-dimethyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (see Preparation 45) and 5-bromo-N-methoxy-N-methylnicotinamide to afford the title compound as a yellow solid in 41% yield, 3.0 g.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-b2b563921c2c4b7ebd6796c3b57f0652
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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