Hydrochloric Acid → 2-{5-Methyl-2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride

HRID 1986227Notes

Reaction equation

HRID 1986227 reaction equation
[ClH:1].[CH:2]1([NH:5][C:6]([C:8]2[C:16]3[CH:15]=[C:14]([C:17]4[C:22]([CH3:23])=[CH:21][N:20]=[C:19]([NH:24][CH2:25][CH2:26][CH2:27][N:28]5[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]5)[N:18]=4)[S:13][C:12]=3[CH:11]=[CH:10][CH:9]=2)=[O:7])[CH2:4][CH2:3]1>CO>[ClH:1].[ClH:1].[CH:2]1([NH:5][C:6]([C:8]2[C:16]3[CH:15]=[C:14]([C:17]4[C:22]([CH3:23])=[CH:21][N:20]=[C:19]([NH:24][CH2:25][CH2:26][CH2:27][N:28]5[CH2:29][CH2:30][N:31]([CH3:34])[CH2:32][CH2:33]5)[N:18]=4)[S:13][C:12]=3[CH:11]=[CH:10][CH:9]=2)=[O:7])[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 247726532-{5-Methyl-2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide

Product 1

HCID 688548052-{5-Methyl-2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochlorideYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrochloric acid (1.0 M, 0.306 mL) is added to a stirred suspension of 2-{5-methyl-2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide (71.2 mg, 0.153 mmol) in MeOH (5 mL). The resulting solution is concentrated on the rotorvap at 45° C. to give a solid. After vacuum drying at 45° C. for about 2 hours the title compound is obtained as a solid (80.0 mg; 97% yield). ES+(m/z) 465 [M+H].

Workup

  1. concentrationThe resulting solution is concentrated on the rotorvap at 45° C.
  2. customto give a solid
  3. dry with materialAfter vacuum drying at 45° C. for about 2 hours the title compound
  4. customis obtained as a solid (80.0 mg; 97% yield)

Sources & evidence

ORD record
ord-65ee12ea135943f1b20c2e056444dbe5
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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