反応式
Br[CH2:2]/[CH:3]=[CH:4]/[C:5]([OH:7])=O.S(Cl)([Cl:10])=O.[Cl:12][C:13]1[CH:14]=[C:15]([NH:20][C:21]2[C:22]3[C:29]4[CH2:30][CH2:31][NH:32][CH2:33][C:28]=4[S:27][C:23]=3[N:24]=[CH:25][N:26]=2)[CH:16]=[CH:17][C:18]=1[F:19].CCN(C(C)C)C(C)C>CN(C=O)C.O.C(OCC)(=O)C>[Cl:10][CH2:2]/[CH:3]=[CH:4]/[C:5]([N:32]1[CH2:31][CH2:30][C:29]2[C:22]3[C:21]([NH:20][C:15]4[CH:16]=[CH:17][C:18]([F:19])=[C:13]([Cl:12])[CH:14]=4)=[N:26][CH:25]=[N:24][C:23]=3[S:27][C:28]=2[CH2:33]1)=[O:7]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 3
反応条件
- 温度
- -10 °C
実験手順
(2E)-4-Bromobut-2-enoic acid (1.48 g, 7.17 mmol) was stirred in thionylchloride (10 mL, 137 mmol) for 4 h. The mixture was then concentrated in vacuo. Twice, toluene was added and again removed in vacuo. The residue was dissolved in dichloromethane (14 mL). This solution was added to a solution of N-(3-chloro-4-fluorophenyl)-5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]-pyrimidin-4-amine from Example 12A (2.00 g, 5.97 mmol) and DIPEA (1.93 g, 14.9 mmol) in DMF (35 mL) at −10° C. The mixture was stirred for 1.5 h at −10° C. and subsequently for 15 h at rt. The mixture was then diluted with water. Ethyl acetate was added, and the precipitate was collected by suction filtration to yield 1.50 g of a solid, which was identified by LC/MS as a mixture of the bromo- and chloro-allylic compound. It was used in the next step without further purification or separation.
後処理
- concentrationThe mixture was then concentrated in vacuo
- additionTwice, toluene was added
- customagain removed in vacuo
- dissolutionThe residue was dissolved in dichloromethane (14 mL)
- filtrationthe precipitate was collected by suction filtration
出典と根拠
- ORDレコード
- ord-c13471071ba14e3999b8e74b4579f7b3
- 出典データセット
- uspto-grants-2013_09
- 特許番号
- US08524722B2
関連ノート
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