Azido(trimethyl)stannane → 1-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid [(S)-3-methyl-1-(1H-tetrazol-5-ylmethyl)-butyl]-amide

HRID 1750174노트

반응식

HRID 1750174 반응식
[C:1]([CH2:3][C@@H:4]([NH:9][C:10]([C:12]1[CH:31]=[CH:30][C:15]2[N:16]([CH:25]([CH2:28][CH3:29])[CH2:26][CH3:27])[C:17]([CH2:19][C:20]3[S:21][CH:22]=[CH:23][CH:24]=3)=[N:18][C:14]=2[CH:13]=1)=[O:11])[CH2:5][CH:6]([CH3:8])[CH3:7])#[N:2].[N:32]([Sn](C)(C)C)=[N+:33]=[N-:34]>C1(C)C=CC=CC=1.C(=O)(O)[O-].[Na+]>[CH3:7][CH:6]([CH3:8])[CH2:5][C@H:4]([NH:9][C:10]([C:12]1[CH:31]=[CH:30][C:15]2[N:16]([CH:25]([CH2:28][CH3:29])[CH2:26][CH3:27])[C:17]([CH2:19][C:20]3[S:21][CH:22]=[CH:23][CH:24]=3)=[N:18][C:14]=2[CH:13]=1)=[O:11])[CH2:3][C:1]1[NH:34][N:33]=[N:32][N:2]=1

참가 물질

5

반응물 2

HCID 5104973Azido(trimethyl)stannaneHCID 867143851-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid ((S)-1-cyanomethyl-3-methyl-butyl)-amide

생성물 1

HCID 1784460871-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid [(S)-3-methyl-1-(1H-tetrazol-5-ylmethyl)-butyl]-amide수율 42%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 516892Sodium Bicarbonate용매

실험 절차

218 mg of 1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid ((S)-1-cyanomethyl-3-methyl-butyl)-amide and 124 mg of azidotrimethyltin in 10 ml of dry toluene were heated under Argon for 48 h. The precipitated crude product was isolated by suction and then dissolved in 10% aqueous sodium bicarbonate solution and filtered with addition of charcoal. The pH of the filtrated was adjusted to 5, and the precipitated product was isolated by suction, washed with water and dried in vacuo to obtain 100 mg (42%) of 1-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid [(S)-3-methyl-1-(1H-tetrazol-5-ylmethyl)-butyl]-amide.

후처리

  1. customThe precipitated crude product
  2. customwas isolated by suction
  3. filtrationfiltered with addition of charcoal
  4. customthe precipitated product was isolated by suction
  5. washwashed with water
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-4dad43cd23a74f7fa590439de06c5be4
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156796B2

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