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1-(Isocyanatomethyl)-3-methoxybenzene → Tert-butyl-3-amino-5-[3-(3-methoxybenzyl)ureido]indazole-1-carboxylate

HRID 222380
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HRID 222380 반응식
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH2:11])[CH:9]=2)[N:4]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[N:3]=1.[N:19]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=1)=[C:20]=[O:21]>ClCCl>[C:15]([O:14][C:12]([N:4]1[C:5]2[C:10](=[CH:9][C:8]([NH:11][C:20]([NH:19][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=3)=[O:21])=[CH:7][CH:6]=2)[C:2]([NH2:1])=[N:3]1)=[O:13])([CH3:18])([CH3:17])[CH3:16]
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참가 물질

4

반응물 2

HCID 36446341-(Isocyanatomethyl)-3-methoxybenzeneHCID 23571038tert-butyl 3,5-diamino-1H-indazole-1-carboxylate

생성물 1

HCID 44249368Tert-butyl-3-amino-5-[3-(3-methoxybenzyl)ureido]indazole-1-carboxylate수율 69.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1.1 3.3 g of tert-butyl 3,5-diaminoindazole-1-carboxylate (13.3 mmol) and 2.0 g of 1-isocyanatomethyl-3-methoxybenzene (12.3 mmol) are stirred at RT for 24 hours in 40 ml of dichloromethane. The reaction mixture is washed with water, the organic phase is separated off, dried and evaporated. Purification of the residue by column chromatography (eluent ethyl acetate) gives 3.5 g of tert-butyl-3-amino-5-[3-(3-methoxybenzyl)ureido]indazole-1-carboxylate (64%); MS-FAB (M+H+)=412.

후처리

  1. washThe reaction mixture is washed with water
  2. customthe organic phase is separated off
  3. customdried
  4. customevaporated
  5. customPurification of the residue by column chromatography (eluent ethyl acetate)

출처 및 근거

ORD 기록
ord-758fd5e5e21746559eff4cc065bdf9ba
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08207210B2

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