Triethylamine → 3-(4-Chlorophenoxy)-2-methyl-4-[(methylsulfonyl)amino]-1H-indole-1-acetic acid, 1,1-dimethylethyl ester

HRID 2233744노트

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HRID 2233744 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([O:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)=[C:5]([CH3:19])[N:6]2[CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].C(N(CC)CC)C.[CH3:35][S:36](Cl)(=[O:38])=[O:37]>CC#N>[Cl:27][C:24]1[CH:23]=[CH:22][C:21]([O:20][C:4]2[C:3]3[C:7](=[CH:8][CH:9]=[CH:10][C:2]=3[NH:1][S:36]([CH3:35])(=[O:38])=[O:37])[N:6]([CH2:11][C:12]([O:14][C:15]([CH3:17])([CH3:18])[CH3:16])=[O:13])[C:5]=2[CH3:19])=[CH:26][CH:25]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 866092304-Amino-3-(4-chlorophenoxy)-2-methyl-1H-indole-1-acetic acid, 1,1-dimethylethyl ester

생성물 1

HCID 866092313-(4-Chlorophenoxy)-2-methyl-4-[(methylsulfonyl)amino]-1H-indole-1-acetic acid, 1,1-dimethylethyl ester

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

To a solution of the product from step (iv) (70 mg) in MeCN (1 ml) was added triethylamine (50 ul) and methanesulfonyl chloride (24 ul) and the reaction stirred at 50° C. for 3 h. The residue was partitioned between diethylether/water, the organics were separated, washed with aq potassium hydrogensulfate solution, brine, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 5-30% ethylacetate/iso-hexane.

후처리

  1. customThe residue was partitioned between diethylether/water
  2. customthe organics were separated
  3. washwashed with aq potassium hydrogensulfate solution, brine
  4. customdried
  5. customevaporated under reduced pressure
  6. customThe residue was purified by chromatography on silica eluting with 5-30% ethylacetate/iso-hexane

출처 및 근거

ORD 기록
ord-99ddcd41a49e49c39126fbd6c2dee3fd
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709521B2

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