Borane;tetrahydrofuran → HCID 70979752, 화합물

HRID 1485411노트

반응식

HRID 1485411 반응식
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

참가 물질

4

반응물 2

HCID 2723981Borane;tetrahydrofuranHCID 86718498HCID 86718498, 화합물

생성물 1

HCID 70979752HCID 70979752, 화합물수율 3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7584622419c4459db5c184de53224e0b
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09422292B2

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