2-Bromopropane → HCID 58733325, compound

HRID 16465Notes

Reaction equation

HRID 16465 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:18][C:19]2[CH:24]=[C:23]([CH:25]3[CH2:30][CH2:29][CH2:28][NH:27][CH2:26]3)[N:22]=[C:21]([NH2:31])[N:20]=2)[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[NH:15][CH:16]=[CH:17][C:10]=12.Br[CH:33]([CH3:35])[CH3:34].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:1][C:2]1[CH:3]=[C:4]([NH:18][C:19]2[CH:24]=[C:23]([CH:25]3[CH2:30][CH2:29][CH2:28][N:27]([CH:33]([CH3:35])[CH3:34])[CH2:26]3)[N:22]=[C:21]([NH2:31])[N:20]=2)[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[NH:15][CH:16]=[CH:17][C:10]=12

Participants

5

Reactant 3

HCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 58733356N4-[3-Fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-6-piperidin-3-ylpyrimidine-2,4-diamine

Product 1

HCID 58733325HCID 58733325, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

50 mg (0.119 mmol) of N4-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-6-piperidin-3-ylpyrimidine-2,4-diamine (from example 134) are dissolved in DMF. 0.013 ml (0.143 mmol) of 2-bromopropane and 49 mg (0.358 mmol) of potassium carbonate are added, and the mixture is stirred at room temperature for 18 hours. The suspension is filtered off with suction and the filtrate is purified by preparative HPLC.

Workup

  1. filtrationThe suspension is filtered off with suction
  2. customthe filtrate is purified by preparative HPLC

Sources & evidence

ORD record
ord-caad901ea6a3471581d679ffd334b79c
Source dataset
uspto-grants-2010_06
Patent number
US07737153B2

Reaction notes

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