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Potassium Carbonate → 1,2,3,5-tetrahydro-a,7-diphenyl-4H-1,4-benzodiazepine-4-acetic acid, methyl ester

HRID 849401
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HRID 849401 반응식
Cl.N1C=C(C[N:8]2[C:14]3[CH:15]=[CH:16][C:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:18][C:13]=3[CH2:12][N:11](C(C3C4C(=CC=CC=4)C=CC=3)=O)[CH2:10][CH2:9]2)N=C1.C([O-])([O-])=O.[K+].[K+].Br[CH:44]([C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)[C:45]([O:47][CH3:48])=[O:46]>CO>[C:49]1([CH:44]([N:11]2[CH2:12][C:13]3[CH:18]=[C:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:16]=[CH:15][C:14]=3[NH:8][CH2:9][CH2:10]2)[C:45]([O:47][CH3:48])=[O:46])[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 137806Benzeneacetic acid, alpha-bromo-, methyl esterHCID 178479668HCID 178479668, 화합물

생성물 1

HCID 867550391,2,3,5-tetrahydro-a,7-diphenyl-4H-1,4-benzodiazepine-4-acetic acid, methyl ester수율 63%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred suspension of Compound B of Example 12 (220 mg, 1.0 mmol) in MeOH in the presence of solid K2CO3 at room temperature under argon was added methyl bromophenylacetate (0.18 mL, 1.1 mmol). The mixture was stirred for 18 h, the solvent was removed, and the residue was purified by flash column chromatography (3:2, hexanes and ethyl acetate) to give 1,2,3,5-tetrahydro-a,7-diphenyl-4H-1,4-benzodiazepine-4-acetic acid, methyl ester as an oil (220 mg, 63%). This material was reacted as described for Compound D of Example 1 to afford Example 222 as a yellow solid.

후처리

  1. customthe solvent was removed
  2. customthe residue was purified by flash column chromatography (3:2, hexanes and ethyl acetate)

출처 및 근거

ORD 기록
ord-789e5b89983c44e993a645bff9c76c8c
출처 데이터셋
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06011029

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