Hydrochloric Acid → (3RS)-1,3-dihydro-3-(2-indolylcarbonylamino)-1-[(2-aminothiazol-4-yl)methyl]-5-phenyl-2H-1,4-benzodiazepine-2-one

HRID 1769862ノート

反応式

HRID 1769862 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([NH:12][CH:13]1[N:19]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17]2[CH:26]=[CH:27][CH:28]=[CH:29][C:16]=2[N:15]([CH2:30][C:31]2[N:32]=[C:33]([NH:36]C(=O)C)[S:34][CH:35]=2)[C:14]1=[O:40])=[O:11].CO.Cl.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C.O.O1CCCC1>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([NH:12][CH:13]1[N:19]=[C:18]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:17]2[CH:26]=[CH:27][CH:28]=[CH:29][C:16]=2[N:15]([CH2:30][C:31]2[N:32]=[C:33]([NH2:36])[S:34][CH:35]=2)[C:14]1=[O:40])=[O:11]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 516892Sodium BicarbonateHCID 14800361(3RS)-1,3-dihydro-3-(2-indolylcarbonyl-amino)-1-[(2-acetamidothiazol-4-yl)methyl]-5-phenyl-2H-1,4-benzodiazepine-2-one

生成物 1

HCID 14800362(3RS)-1,3-dihydro-3-(2-indolylcarbonylamino)-1-[(2-aminothiazol-4-yl)methyl]-5-phenyl-2H-1,4-benzodiazepine-2-one

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
70 °C

実験手順

A mixture of (3RS)-1,3-dihydro-3-(2-indolylcarbonylamino)-1-[(2-acetamidothiazol-4-yl) methyl ] -5-phenyl-2H-1,4-benzodiazepine-2-one, methanol (13 ml), tetrahydrofuran (8 ml ) and conc. hydrochloric acid (0.8 ml ) was stirred for 7.0 hours at 70° C., cooled and adjusted to pH 7.0 with aqueous solution of sodium bicarbonate. To the mixture were added water (100 ml) and ethyl acetate (100 ml) under cooling. The separated organic layer was washed with water, dried over magnesium sulfate and evaporated. The residue was chromatographed on silica gel with an eluent of a mixture of ethyl acetate and chloroform (2:1) to give (3RS)-1,3-dihydro-3-(2-indolylcarbonylamino)-1-[(2-aminothiazol-4-yl)methyl]-5-phenyl-2H-1,4-benzodiazepine-2-one.

後処理

  1. temperaturecooled
  2. temperatureunder cooling
  3. washThe separated organic layer was washed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe residue was chromatographed on silica gel with an eluent of a mixture of ethyl acetate and chloroform (2:1)

出典と根拠

ORDレコード
ord-aae52c3bbd1940c78bb565b2b417e077
出典データセット
uspto-grants-1995_01
特許番号
US05382664

反応ノート

読み込み中…