Hydrochloric Acid → 3-(pyrazol-1-yl)-2-methyl-4-(methylsulfonyl)-N-(1-methyltetrazol-5-yl)benzamide

HRID 448849

반응식

HRID 448849 반응식
S(Cl)(Cl)=O.[N:5]1([C:10]2[C:11]([CH3:23])=[C:12]([CH:16]=[CH:17][C:18]=2[S:19]([CH3:22])(=[O:21])=[O:20])[C:13](O)=[O:14])[CH:9]=[CH:8][CH:7]=[N:6]1.[CH3:24][N:25]1[C:29]([NH2:30])=[N:28][N:27]=[N:26]1.Cl>CN(C1C=CN=CC=1)C.N1C=CC=CC=1.O>[N:5]1([C:10]2[C:11]([CH3:23])=[C:12]([CH:16]=[CH:17][C:18]=2[S:19]([CH3:22])(=[O:21])=[O:20])[C:13]([NH:30][C:29]2[N:25]([CH3:24])[N:26]=[N:27][N:28]=2)=[O:14])[CH:9]=[CH:8][CH:7]=[N:6]1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 1384921-methyl-1H-tetrazol-5-amineHCID 666070373-(Pyrazol-1-yl)-2-methyl-4-(methylsulfonyl)benzoic acid

생성물 1

HCID 666067853-(pyrazol-1-yl)-2-methyl-4-(methylsulfonyl)-N-(1-methyltetrazol-5-yl)benzamide

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 962Water용매HCID 1049Pyridine용매

실험 절차

At RT, 178 mg (1.5 mmol) of thionyl chloride are added to 280 mg (1.0 mmol) of 3-(pyrazol-1-yl)-2-methyl-4-(methylsulfonyl)benzoic acid, 148 mg (1.5 mmol) of 1-methyl-5-aminotetrazole and 12 mg (0.1 mmol) of DMAP in 2 ml of pyridine. The mixture is stirred at RT for 12 h and, after having been checked by LCMS, stirred at 50° C. for 3 h. 0.1 ml of water is then added, the mixture is stirred at RT for 30 min and 2N HCl is added. The product is filtered off with suction and dried. Yield 134 mg (37%).

후처리

  1. stirringstirred at 50° C. for 3 h
  2. stirringthe mixture is stirred at RT for 30 min
  3. filtrationThe product is filtered off with suction
  4. customdried

출처 및 근거

ORD 기록
ord-26c8fb94f7d8496aacadce31e78043c7
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481749B2

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