1-Methylpiperazine → HCID 69288588, compound

HRID 1766072Notes

Reaction equation

HRID 1766072 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]([NH:12][C:13]([C:15]1[S:37][C:18]2[N:19]=[C:20]([S:35][CH3:36])[N:21]=[C:22]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][S:30]([CH:33]=[CH2:34])(=[O:32])=[O:31])[CH:24]=3)[C:17]=2[C:16]=1[NH2:38])=[O:14])([CH3:11])([CH3:10])[CH3:9]>>[C:8]([NH:12][C:13]([C:15]1[S:37][C:18]2[N:19]=[C:20]([S:35][CH3:36])[N:21]=[C:22]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][S:30]([CH2:33][CH2:34][N:5]4[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]4)(=[O:31])=[O:32])[CH:24]=3)[C:17]=2[C:16]=1[NH2:38])=[O:14])([CH3:11])([CH3:9])[CH3:10]

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 69040266HCID 69040266, compound

Product 1

HCID 69288588HCID 69288588, compound

Procedure

Reaction of N-methyl piperazine (184 μl) with tert-butyl 5-amino-2-methylthio-4-(3-(vinylsulfonamido)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide (example 10, 87 mg) was performed according to the method described in example 11. The title compound was first purified by chromatography on silica gel with hept/EtOAc=3/2 (v/v) as eluent and then by HPLC using a Luna C-18 column with the following gradient: CH3CN/0.1% aq. TFA=10/90 to 90/10 (v/v) in 30 min. The title compound was then lyophilized from a mixture of 1,4-dioxane and 0.1% aq TFA.

Workup

  1. customThe title compound was first purified by chromatography on silica gel with hept/EtOAc=3/2 (v/v) as eluent
  2. additionThe title compound was then lyophilized from a mixture of 1,4-dioxane and 0.1% aq TFA

Sources & evidence

ORD record
ord-9d0c564084a445e2b20024ff95336914
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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