Methylamine → HCID 44411133, compound

HRID 2426281Notes

Reaction equation

HRID 2426281 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:13][C:14]2[N:15]=[CH:16][C:17]3[CH:22]=[CH:21][N:20]([C:23]4[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=4)[C:26](Cl)=[O:27])[C:18]=3[N:19]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:32][NH2:33]>ClCCl>[CH3:32][NH:33][C:26](=[O:27])[C:25]1[CH:29]=[CH:30][CH:31]=[C:23]([N:20]2[C:18]3[N:19]=[C:14]([NH:13][C:5]4[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=4)[N:15]=[CH:16][C:17]=3[CH:22]=[CH:21]2)[CH:24]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 58973853HCID 58973853, compound

Product 1

HCID 44411133HCID 44411133, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-[2-(3,4,5-trimethoxy-phenylamino)-pyrrolo[2,3-d]pyrimidin-7-yl]-benzoyl chloride in dichloromethane is added 5 equivalents of methylamine solution (2.0 M in tetrahydrofuran). After stirring at room temperature for 1 hour, the reaction is quenched with water. Removal of the solvent followed by purification with reverse phase HPLC gives N-methyl-3-[2-(3,4,5-trimethoxy-phenylamino)-pyrrolo[2,3-d]pyrimidin-7-yl]-benzamide as a white solid.

Workup

  1. customthe reaction is quenched with water
  2. customRemoval of the solvent
  3. customfollowed by purification with reverse phase HPLC

Sources & evidence

ORD record
ord-68d09116e67e49c2be3eb920427898df
Source dataset
uspto-grants-2011_06
Patent number
US07968557B2

Reaction notes

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