Bis(2-Methoxyethyl)amine → HCID 69291241, compound

HRID 1766071Notes

Reaction equation

HRID 1766071 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][O:8][CH3:9].[C:10]([NH:14][C:15]([C:17]1[S:39][C:20]2[N:21]=[C:22]([S:37][CH3:38])[N:23]=[C:24]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([NH:31][S:32]([CH:35]=[CH2:36])(=[O:34])=[O:33])[CH:26]=3)[C:19]=2[C:18]=1[NH2:40])=[O:16])([CH3:13])([CH3:12])[CH3:11]>>[C:10]([NH:14][C:15]([C:17]1[S:39][C:20]2[N:21]=[C:22]([S:37][CH3:38])[N:23]=[C:24]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([NH:31][S:32]([CH2:35][CH2:36][N:5]([CH2:6][CH2:7][O:8][CH3:9])[CH2:4][CH2:3][O:2][CH3:1])(=[O:34])=[O:33])[CH:26]=3)[C:19]=2[C:18]=1[NH2:40])=[O:16])([CH3:12])([CH3:11])[CH3:13]

Participants

3

Reactant 2

HCID 2383Bis(2-Methoxyethyl)amineHCID 69040266HCID 69040266, compound

Product 1

HCID 69291241HCID 69291241, compound

Procedure

Reaction of bis-(2-methoxyethyl) amine (244 mg) 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-077bf14775a04ad9b63e74b25006bdaf
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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