Thiomorpholine → HCID 69288346, compound

HRID 1766070Notes

Reaction equation

HRID 1766070 reaction equation
[NH:1]1[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1.[C:7]([NH:11][C:12]([C:14]1[S:36][C:17]2[N:18]=[C:19]([S:34][CH3:35])[N:20]=[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([NH:28][S:29]([CH:32]=[CH2:33])(=[O:31])=[O:30])[CH:23]=3)[C:16]=2[C:15]=1[NH2:37])=[O:13])([CH3:10])([CH3:9])[CH3:8]>>[C:7]([NH:11][C:12]([C:14]1[S:36][C:17]2[N:18]=[C:19]([S:34][CH3:35])[N:20]=[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([NH:28][S:29]([CH2:32][CH2:33][N:1]4[CH2:6][CH2:5][S:4][CH2:3][CH2:2]4)(=[O:31])=[O:30])[CH:23]=3)[C:16]=2[C:15]=1[NH2:37])=[O:13])([CH3:9])([CH3:8])[CH3:10]

Participants

3

Reactant 2

HCID 67164ThiomorpholineHCID 69040266HCID 69040266, compound

Product 1

HCID 69288346HCID 69288346, compound

Procedure

Reaction of thiomorpholine (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 1,4dioxane 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 1,4dioxane and 0.1 % aq TFA

Sources & evidence

ORD record
ord-7814a1af5c0d4037a569a9554e897eba
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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