4-Bromo-N-methoxy-N-methylpicolinamide → HCID 90094032, compound

HRID 1753052Notes

Reaction equation

HRID 1753052 reaction equation
[Si:1]([O:8][CH2:9][CH:10]([N:12]1[C:20]2[CH:19]=[CH:18][N:17]=[CH:16][C:15]=2[C:14](I)=[CH:13]1)[CH3:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[Br:22][C:23]1[CH:28]=[CH:27][N:26]=[C:25]([C:29](N(OC)C)=[O:30])[CH:24]=1>>[Br:22][C:23]1[CH:28]=[CH:27][N:26]=[C:25]([C:29]([C:14]2[C:15]3[CH:16]=[N:17][CH:18]=[CH:19][C:20]=3[N:12]([CH:10]([CH3:11])[CH2:9][O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])[CH:13]=2)=[O:30])[CH:24]=1

Participants

3

Reactant 2

HCID 581917694-Bromo-N-methoxy-N-methylpicolinamideHCID 90093728HCID 90093728, compound

Product 1

HCID 90094032HCID 90094032, compound

Procedure

Prepared according to the method described for Preparation 37 using 1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-3-iodo-1H-pyrrolo[3,2-c]pyridine (Preparation 55) and 4-bromo-N-methoxy-N-methylpyridine-2-carboxamide. Purified using silica gel column chromatography eluting with 35-40% EtOAc in hexane.

Workup

  1. customPrepared
  2. customPurified
  3. washeluting with 35-40% EtOAc in hexane

Sources & evidence

ORD record
ord-0b997b6cf42344a68a60825571e39b94
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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