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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
ノート
印刷プレビュー

反応式

HRID 849401 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 137806Benzeneacetic acid, alpha-bromo-, methyl esterHCID 178479668HCID 178479668、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-789e5b89983c44e993a645bff9c76c8c
出典データセット
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06011029

反応ノート

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