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Ammonia → 2-amino-N-(3,5-dimethyl-4-{(E)-2-[4-oxo-2-(3-trifluoromethoxy-phenyl)-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-vinyl}-phenyl)-N-methyl-acetamide

HRID 1755049
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HRID 1755049 반응식
[NH3:1].Cl[CH2:3][C:4]([N:6]([C:8]1[CH:13]=[C:12]([CH3:14])[C:11](/[CH:15]=[CH:16]/[S:17]([N:20]2[CH2:41][CH2:40][C:23]3([N:27]=[C:26]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]([F:38])([F:37])[F:36])[CH:29]=4)[NH:25][C:24]3=[O:39])[CH2:22][CH2:21]2)(=[O:19])=[O:18])=[C:10]([CH3:42])[CH:9]=1)[CH3:7])=[O:5]>C(O)C>[NH2:1][CH2:3][C:4]([N:6]([C:8]1[CH:13]=[C:12]([CH3:14])[C:11](/[CH:15]=[CH:16]/[S:17]([N:20]2[CH2:41][CH2:40][C:23]3([N:27]=[C:26]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]([F:38])([F:37])[F:36])[CH:29]=4)[NH:25][C:24]3=[O:39])[CH2:22][CH2:21]2)(=[O:19])=[O:18])=[C:10]([CH3:42])[CH:9]=1)[CH3:7])=[O:5]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

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HCID 222AmmoniaHCID 668166602-chloro-N-(3,5-dimethyl-4-{(E)-2-[4-oxo-2-(3-trifluoromethoxy-phenyl)-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-vinyl}-phenyl)-N-methyl-acetamide

생성물 1

HCID 668175642-amino-N-(3,5-dimethyl-4-{(E)-2-[4-oxo-2-(3-trifluoromethoxy-phenyl)-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-vinyl}-phenyl)-N-methyl-acetamide수율 31%

시약·촉매·용매 1

HCID 702Ethanol
용매

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온도
55 °C

실험 절차

Ammonia (6 N solution in ethanol, 0.3 ml) was added to a solution of 2-chloro-N-(3,5-dimethyl-4-{(E)-2-[4-oxo-2-(3-trifluoromethoxy-phenyl)-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-vinyl}-phenyl)-N-methyl-acetamide (38 mg, 0.06 mmol) in anhydrous ethanol (0.5 ml), and the mixture was stirred at 50 to 60° C. for five hours. The mixed solution was concentrated under reduced pressure, and the resulting residue was then purified by silica gel column chromatography (dichloromethane) to give 2-amino-N-(3,5-dimethyl-4-{(E)-2-[4-oxo-2-(3-trifluoromethoxy-phenyl)-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-vinyl}-phenyl)-N-methyl-acetamide (11 mg, 31%).

후처리

  1. concentrationThe mixed solution was concentrated under reduced pressure
  2. customthe resulting residue was then purified by silica gel column chromatography (dichloromethane)

출처 및 근거

ORD 기록
ord-36d4c33c6b864c0a82c217104c751caa
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09169254B2

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