Borane;tetrahydrofuran → HCID 70979752、化合物

HRID 1485411ノート

反応式

HRID 1485411 の反応式
B.C1COCC1.[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[C:29](=O)[C:23]3([CH2:25][CH:24]3[C:26]([O-])=[O:27])[C:18]3=[N:19][N:20]=[C:21]([CH3:22])[N:17]3[C:16]3[CH:31]=[CH:32][CH:33]=[CH:34][C:15]2=3)=[CH:10][CH:9]=1>C1COCC1>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH2:29][C:23]3([CH2:25][CH:24]3[CH2:26][OH:27])[C:18]3=[N:19][N:20]=[C:21]([CH3:22])[N:17]3[C:16]3[CH:31]=[CH:32][CH:33]=[CH:34][C:15]2=3)=[CH:12][CH:13]=1

参加物

4

反応物 2

HCID 2723981Borane;tetrahydrofuranHCID 86718498HCID 86718498、化合物

生成物 1

HCID 70979752HCID 70979752、化合物収率 3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

BH3-THF complex (1.8 mL, 1M in THF) was added dropwise to a solution of 6-(4-chlorophenyl)-1-methyl-5-oxo-5,6-dihydrospiro[benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine-4,1′-cyclopropane]-2′-carboxylate (70 mg, 0.18 mmol) in anhydrous THF (10 mL) at 0° C. The resulting mixture was stirred at room temperature for 48 hrs, then quenched with NH4Cl solution (5 mL), extracted with ethyl acetate (10 mL), dried with Na2SO4, concentrated and purified with prep-HPLC to afford (6-(4-chlorophenyl)-1-methyl-5,6-dihydrospiro[benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine-4,1′-cyclopropan]-2′-yl)methanol (2 mg, 3%) as a white solid.

後処理

  1. customquenched with NH4Cl solution (5 mL)
  2. extractionextracted with ethyl acetate (10 mL)
  3. dry with materialdried with Na2SO4
  4. concentrationconcentrated
  5. custompurified with prep-HPLC

出典と根拠

ORDレコード
ord-7584622419c4459db5c184de53224e0b
出典データセット
uspto-grants-2016_08
特許番号
US09422292B2

反応ノート

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