Tetrahydrofuran → HCID 178425720、化合物
反応式
[NH2:1][C@@:2]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][C:27]([F:30])([F:29])[F:28])=[CH:19][CH:18]=1)([C:13]([F:16])([F:15])[F:14])[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=1)=[O:5].C1CCC(N=C=NC2CCCCC2)CC1.[N:46]1[N:47](CC(O)=O)[N:48]=[N:49][CH:50]=1.C1C[O:58][CH2:57][CH2:56]1>>[NH:46]1[C:50]([CH2:56][C:57]([NH:1][C:2]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][C:27]([F:28])([F:29])[F:30])=[CH:19][CH:18]=2)([CH2:3][C:4](=[O:5])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=2)[C:13]([F:16])([F:15])[F:14])=[O:58])=[N:49][N:48]=[N:47]1参加物
5
反応条件
- 温度
- 0 °C
実験手順
To a solution of Intermediate 2F (789 mg, 1.82 mmol) in anhydrous THF (9 ml) at 0° C. was added DCC (1.13 g, 5.46 mmol). 2-Tetrazole acetic acid (700 mg, 5.46 mmol) was added dropwise as a suspension in anhydrous THF (8 mL). The reaction was stirred at 0° C. for 1 h and then at rt overnight. The reaction was filtered and solids were rinsed with THF. The filtrate was diluted with EtOAc (40 mL), washed with sat'd Na2CO3 and sat'd aq NaCl, dried over anhydrous MgSO4, filtered and concentrated to provide Intermediate 2G (1.5 g, 152%) as a reddish brown solid. Intermediate 2G. was used in the next step without further purification. LCMS Anal. Calc'd for C24H23F6N5O3 543.46, found [M+H] 543.9.
後処理
- customat rt
- customovernight
- filtrationThe reaction was filtered
- washsolids were rinsed with THF
- additionThe filtrate was diluted with EtOAc (40 mL)
- washwashed with sat'd Na2CO3
- dry with materialdried over anhydrous MgSO4
- filtrationfiltered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-ee86fc6a067d4bb5af4ffcb248898c30
- 出典データセット
- uspto-grants-2014_07
- 特許番号
- US08791091B2
反応ノート
読み込み中…