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HCID 131728508, 화합물 → 2-Amino-4-chloro-6-methyl-10-oxo-10,11-dihydro-5-oxa-10lambda*4*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl ester

HRID 1173357
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HRID 1173357 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([CH3:25])[C:8]2[O:14][C:13]3[C:15]([Cl:22])=[CH:16][C:17]([N+:19]([O-])=O)=[CH:18][C:12]=3[CH2:11][S:10](=[O:23])[C:9]=2[CH:24]=1)=[O:4]>CN(C=O)C.[Ni]>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([CH3:25])[C:8]2[O:14][C:13]3[C:15]([Cl:22])=[CH:16][C:17]([NH2:19])=[CH:18][C:12]=3[CH2:11][S:10](=[O:23])[C:9]=2[CH:24]=1)=[O:4]
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참가 물질

4

반응물 1

HCID 131728508HCID 131728508, 화합물

생성물 1

HCID 1317285072-Amino-4-chloro-6-methyl-10-oxo-10,11-dihydro-5-oxa-10lambda*4*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl ester

시약·촉매·용매 2

HCID 935Nickel촉매HCID 6228Dimethylformamide용매2회

실험 절차

The solution of compound of Example 15c (3.7 g, 9.7 mmol) in DMF (100 mL) was added to a suspension of activated Raney Nickel (3.7 g) in DMF (10 mL) and was subjected to hydrogenation at 50 psi pressure at 25° C. for 6 h. The reaction mixture was filtered using celite bed and the solvent was removed. The crude product obtained was purified by column chromatography (silica gel, methanol/chloroform) to obtain the title compound. Yield: 2.5 g, (74%); 1H NMR (DMSO-d6, 300 MHz): δ 2.56 (s, 3H, CH3), 3.84 (s, 3H, OCH3), 4.61 (q, 2H, CH2), 5.5 (s, 2H, NH2), 6.61 (s, 2H, Ar), 7.97 (s, 1H, Ar); MS: m/e (EI) 351 (M+).

후처리

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was removed
  3. customThe crude product obtained
  4. customwas purified by column chromatography (silica gel, methanol/chloroform)

출처 및 근거

ORD 기록
ord-5d0803c83e224126a2cab7fd7e42089b
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07834052B2

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