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Dimethyl Sulfoxide → Telmisartan

HRID 2363802
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HRID 2363802 반응식
[CH3:1][CH2:2][CH2:3][C:4]1[NH:12][C:11]2[C:6](=[C:7]([CH3:23])[CH:8]=[C:9]([C:13]3[N:21]([CH3:22])[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]=3)[CH:10]=2)[N:5]=1.[CH3:24]S(C)=O.[OH-].[K+].C[O:31][C:32]([C:34]1[C:35]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)=[CH:36][CH:37]=[C:38](CBr)[CH:39]=1)=[O:33]>C(O)(=O)C.O>[CH2:3]([C:4]1[N:12]([CH2:24][C:45]2[CH:44]=[CH:43][C:42]([C:35]3[C:34]([C:32]([OH:31])=[O:33])=[CH:39][CH:38]=[CH:37][CH:36]=3)=[CH:47][CH:46]=2)[C:11]2[CH:10]=[C:9]([C:13]3[N:21]([CH3:22])[C:20]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[N:14]=3)[CH:8]=[C:7]([CH3:23])[C:6]=2[N:5]=1)[CH2:2][CH3:1]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 14797Potassium HydroxideHCID 97964884-Methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazoleHCID 19595328Methyl 4-(bromomethyl)(1,1'-biphenyl)-2-carboxylate

생성물 1

HCID 65999Telmisartan수율 88%

시약·촉매·용매 2

HCID 176
Acetic Acid
용매
HCID 962Water용매

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온도
27.5 °C

실험 절차

50 gm of [1H-Benzimidazole-2-n-propyl-4-methyl-6-(1′methyl benzimidazole-2′-yl)] was added to 200 ml dimethyl sulfoxide and 50 gm of potassium hydroxide. To this was added 60 gm of methyl-4-(bromomethyl)biphenyl-2-carboxylate at ambient temperature. The contents were stirred for 2 hours at 25-30° C., then heated to 40-50° C. and maintained for 2 hours. About 500 ml water was added to the reaction mixture at room temperature and acidified to pH 4 with acetic acid. The reaction mixture was filtered and washed with purified water, dried under reduced pressure at 50-60° C. to give 80 gm (88%) of the title product.

후처리

  1. temperatureheated to 40-50° C.
  2. temperaturemaintained for 2 hours
  3. filtrationThe reaction mixture was filtered
  4. washwashed with purified water
  5. customdried under reduced pressure at 50-60° C.

출처 및 근거

ORD 기록
ord-bce84c84b78b465d807e0b4d2cec07c8
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08691999B2

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