Allyl chloroformate → HCID 86590384, compound

HRID 1766061Notes

Reaction equation

HRID 1766061 reaction equation
[C:1]([NH:5][C:6]([C:8]1[S:25][C:11]2[N:12]=[C:13]([S:23][CH3:24])[N:14]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([OH:22])[CH:17]=3)[C:10]=2[C:9]=1[NH2:26])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:28]([O:30][CH2:31][CH:32]=[CH2:33])=[O:29]>>[C:1]([NH:5][C:6]([C:8]1[S:25][C:11]2[N:12]=[C:13]([S:23][CH3:24])[N:14]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:28]([O:30][CH2:31][CH:32]=[CH2:33])=[O:29])[CH:17]=3)[C:10]=2[C:9]=1[NH2:26])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 18052Allyl chloroformateHCID 11531195HCID 11531195, compound

Product 1

HCID 86590384HCID 86590384, compound

Procedure

The reaction of tert-butyl 5-amino-2-methylthio-4-(3-hydroxyphenyl)-thieno[2,3-d]pyrimidine-6-carboxamide (example 1f, 100 mg) with allyl chloroformate (274 μl) was performed according to the methods described in example 1g. The title compound was purified by HPLC using a Luna C-18 column with the following gradient: CH3CN/H2O=10/90 to 90/10 (v/v) in 30 min. The title compound was then lyophilized from a mixture of 1,4-dioxane and H2O.

Workup

  1. customThe title compound was purified by HPLC
  2. additionThe title compound was then lyophilized from a mixture of 1,4-dioxane and H2O

Sources & evidence

ORD record
ord-d7a95e13229b40f883c515d138a2dabe
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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