Boron tribromide → HCID 11531195、化合物

HRID 1766059ノート

反応式

HRID 1766059 の反応式
[C:1]([NH:5][C:6]([C:8]1[S:26][C:11]2[N:12]=[C:13]([S:24][CH3:25])[N:14]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22]C)[CH:17]=3)[C:10]=2[C:9]=1[NH2:27])=[O:7])([CH3:4])([CH3:3])[CH3:2].B(Br)(Br)Br.C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:1]([NH:5][C:6]([C:8]1[S:26][C:11]2[N:12]=[C:13]([S:24][CH3:25])[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[NH2:27])=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 9887381Org-41841

生成物 1

HCID 11531195HCID 11531195、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

tert-Butyl 5-amino-2-methylthio-4-(3-methoxyphenyl)-thieno[2,3-d]pyrimidine-6-carboxamide (example 1e, 1.8 g) was dissolved in dry CH2Cl2 (30 ml) and the resulting solution was cooled down to 0° C. A solution of boron tribromide (1.28 ml) in dry CH2Cl2 (30 ml) was added dropwise and the mixture was stirred overnight at room temperature. Sat. aq. NaHCO3 was added dropwise to the reaction mixture until cessation of the exothermic reaction. Thereafter, CH2Cl2 was removed from the mixture by evaporation and a large amount of EtOAc was added. The organic layer was washed with sat. aq. NaHCO3, dried (MgSO4) and concentrated in vacuo.

後処理

  1. customThereafter, CH2Cl2 was removed from the mixture by evaporation
  2. additiona large amount of EtOAc was added
  3. washThe organic layer was washed with sat. aq. NaHCO3
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-a7911500208f46019c1557b1841c299a
出典データセット
uspto-grants-2007_06
特許番号
US07229990B2

反応ノート

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