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Triethylamine → 1-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-N-[(3-hydroxyphenyl)methyl]-2,3-dihydro-(2S)-1H-indole-2-carboxamide

HRID 253159
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인쇄 미리보기

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HRID 253159 반응식
C(N(CC)CC)C.Cl.[NH2:9][CH2:10][C:11]1[CH:12]=[C:13]([OH:17])[CH:14]=[CH:15][CH:16]=1.[CH3:18][C:19]([C:22]1[CH:27]=[CH:26][C:25]([S:28]([N:31]2[C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH2:33][C@H:32]2[C:40](Cl)=[O:41])(=[O:30])=[O:29])=[CH:24][CH:23]=1)([CH3:21])[CH3:20]>ClCCl>[CH3:21][C:19]([C:22]1[CH:23]=[CH:24][C:25]([S:28]([N:31]2[C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH2:33][C@H:32]2[C:40]([NH:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([OH:17])[CH:12]=2)=[O:41])(=[O:30])=[O:29])=[CH:26][CH:27]=1)([CH3:18])[CH3:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 220584273-(Aminomethyl)phenol hydrochlorideHCID 866123011-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-2,3-dihydro-(2S)-1H-indole-2-carbonyl chloride

생성물 1

HCID 668468041-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-N-[(3-hydroxyphenyl)methyl]-2,3-dihydro-(2S)-1H-indole-2-carboxamide수율 51%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

54 mg (0.53 mmol) of triethylamine are added to a suspension of 42.26 mg (0.265 mmol) of 3-(aminomethyl)phenol hydrochloride in 8 ml of dichloromethane at ambient temperature, then a solution of 100 mg (0.265 mmol) of 1-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-2,3-dihydro-(2S)-1H-indole-2-carbonyl chloride in 2 ml of dichloromethane is added over 10 minutes. This is left to agitate at ambient temperature for 1 hour. The reaction medium is washed with water, dried on magnesium sulfate, the solvents are evaporated and the evaporation residue is purified by silica column chromatography eluting with the help of a toluene/ethyl acetate mixture (8/2; v/v). The expected product is obtained in the form of a white solid with a yield of 51%.

후처리

  1. waitThis is left
  2. washThe reaction medium is washed with water
  3. customdried on magnesium sulfate
  4. customthe solvents are evaporated
  5. customthe evaporation residue is purified by silica column chromatography
  6. washeluting with the help of a toluene/ethyl acetate mixture (8/2; v/v)

출처 및 근거

ORD 기록
ord-3ce820595df44cd1a864c66f3ae51e86
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07872021B2

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