(S)-7-fluoro-12,12a-dihydro-1-[5-(N-BOC-N-methylaminomethyl)-1,2,4-oxadiazol-3-yl]-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one → (S)-7-fluoro-12,12a-dihydro-1-(5-methylaminomethyl-1,2,4-oxadiazol-3-yl)-9H,11H-azeto[2,1-c]imidazo-[1,5-a][1,4]benzodiazepin-9-one

HRID 1377982ノート

反応式

HRID 1377982 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]4[N:19]=[C:18]([CH2:20][N:21](C(OC(C)(C)C)=O)[CH3:22])[O:17][N:16]=4)=[C:10]3[C@@H:9]3[CH2:30][CH2:31][N:8]3[C:7](=[O:32])[C:6]=2[CH:33]=1>FC(F)(F)C(O)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]4[N:19]=[C:18]([CH2:20][NH:21][CH3:22])[O:17][N:16]=4)=[C:10]3[C@@H:9]3[CH2:30][CH2:31][N:8]3[C:7](=[O:32])[C:6]=2[CH:33]=1

参加物

3

反応物 1

HCID 22876616(S)-7-fluoro-12,12a-dihydro-1-[5-(N-BOC-N-methylaminomethyl)-1,2,4-oxadiazol-3-yl]-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one

生成物 1

HCID 22876615(S)-7-fluoro-12,12a-dihydro-1-(5-methylaminomethyl-1,2,4-oxadiazol-3-yl)-9H,11H-azeto[2,1-c]imidazo-[1,5-a][1,4]benzodiazepin-9-one収率 85%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

7.74 g (17 mmol) of crude (S)-7-fluoro-12,12a-dihydro-1-[5-(N-BOC-N-methylaminomethyl)-1,2,4-oxadiazol-3-yl]-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one were stirred for 2 hours in 25 ml of trifluoroacetic acid. The solution was concentrated, the residue was taken up in water and the solution was washed twice with methylene chloride. The aqueous phase was made alkaline with 25% ammonia and extracted seven times with methylene chloride. There were obtained 5.12 g (85%) of (S)-7-fluoro-12,12a-dihydro-1-(5-methylaminomethyl-1,2,4-oxadiazol-3-yl)-9H,11H-azeto[2,1-c]imidazo-[1,5-a][1,4]benzodiazepin-9-one of m.p. 187°-190°, which was converted into the hydrochloride of m.p. 155°-160°.

後処理

  1. concentrationThe solution was concentrated
  2. washthe solution was washed twice with methylene chloride
  3. extractionextracted seven times with methylene chloride

出典と根拠

ORDレコード
ord-805d57badca84141a223a69b68c3c6d8
出典データセット
uspto-grants-1997_09
特許番号
US05665718

反応ノート

読み込み中…