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

HRID 2233744ノート

反応式

HRID 2233744 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-99ddcd41a49e49c39126fbd6c2dee3fd
出典データセット
uspto-grants-2010_05
特許番号
US07709521B2

反応ノート

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