反応式
[NH2:1][C:2]1[C:3]([C:7]([OH:9])=O)=[N:4][S:5][N:6]=1.[Br:10][C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][C:17]=1[F:18])[NH2:14].F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C>CN(C)C=O.[Cl-].[Na+].O.Cl>[NH2:1][C:2]1[C:3]([C:7]([NH:14][C:13]2[CH:15]=[CH:16][C:17]([F:18])=[C:11]([Br:10])[CH:12]=2)=[O:9])=[N:4][S:5][N:6]=1参加物
8
反応物 4
生成物 1
試薬・触媒・溶媒 3
実験手順
A solution of 4-amino-1,2,5-thiadiazole-3-carboxylic acid (250 mg, 1.7 mmol) and 3-bromo-4-fluoroaniline (393 mg, 2.1 mmol) in N,N-dimethylformamide (5 mL) was treated with O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (784 mg, 2.1 mmol) followed by N,N-diisopropylethylamine (0.36 mL, 2.1 mmol) and stirred for 16 h. The reaction mixture was diluted with brine (50 mL) and 0.1 N HCl (100 mL) and extracted with ethyl acetate (2×150 mL). The combined organic extracts were washed with brine (50 mL), dried with sodium sulfate, filtered, and concentrated. Purification of the crude reaction mixture on silica gel gave the desired product (414 mg, 76%). LCMS for C9H7BrFN4OS(M+H)+: m/z=316.9, 318.8.
後処理
- extractionextracted with ethyl acetate (2×150 mL)
- washThe combined organic extracts were washed with brine (50 mL)
- dry with materialdried with sodium sulfate
- filtrationfiltered
- concentrationconcentrated
- customPurification of the crude
- customreaction mixture on silica gel
出典と根拠
- ORDレコード
- ord-8b324fe13cd441d398309d3282ab98c5
- 出典データセット
- uspto-grants-2011_10
- 特許番号
- US08034953B2
関連ノート
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