反応式
[C:1]([C:4]1[N:5]=[C:6]([C:19]2[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=2[F:26])[O:7][C:8]=1[NH:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](O)=[O:15])=[CH:12][CH:11]=1)(=[O:3])[NH2:2].F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.[NH:60]1[CH2:66][CH2:65][CH2:64][C@@H:61]1[CH2:62][OH:63]>CN(C=O)C>[F:26][C:20]1[CH:21]=[CH:22][CH:23]=[C:24]([F:25])[C:19]=1[C:6]1[O:7][C:8]([NH:9][C:10]2[CH:11]=[CH:12][C:13]([C:14]([N:60]3[CH2:66][CH2:65][CH2:64][C@@H:61]3[CH2:62][OH:63])=[O:15])=[CH:17][CH:18]=2)=[C:4]([C:1]([NH2:2])=[O:3])[N:5]=1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
To a solution of 4-(4-carbamoyl-2-(2,6-difluorophenyl)oxazol-5-ylamino)benzoic acid (0.040 g, 0.111 mmol), O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (0.042 g, 0.111 mmol), and diisopropylethylamine (0.038 mL, 0.222 mmol) in DMF (0.35 mL) was added D-prolinol (0.011 mL, 0.111 mmol) and the reaction mixture stirred at room temperature for 6 hours. The reaction was reduced in vacuo. The residue was purified by preparative HPLC to afford the white solid (R)-2-(2,6-difluorophenyl)-5-(4-(2-(hydroxymethyl)pyrrolidine-1-carbonyl)phenylamino)oxazole-4-carboxamide (0.018 g, 0.040 mmol, 36%). 1H NMR (DMSO) δ 1.68 (1H, m), 1.90 (3H, m), 3.61-3.32 (4H, m), 4.13 (1H, br s), 4.75 (1H, t), 7.50-7.31 (8H, m), 7.64 (1H, m), 9.50 (1H, br s). LCMS (2) Rt: 2.10 min; m/z (ES+) 443.
後処理
- customThe residue was purified by preparative HPLC
出典と根拠
- ORDレコード
- ord-869f664d123c48c990c3aa9502937d60
- 出典データセット
- uspto-grants-2014_12
- 特許番号
- US08921544B2
関連ノート
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