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Tetramethylene sulfoxide → 2-[4-(7-Chloro-1,3-benzodioxol-5-yl)-5-(thiolan-1-ylideneamino)-3-(trifluoromethyl)pyrazol-1-yl]pyrimidine

HRID 705709
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인쇄 미리보기

반응식

HRID 705709 반응식
[S:1]1(=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[Cl:20][C:21]1[C:26]2[O:27][CH2:28][O:29][C:25]=2[CH:24]=[C:23]([C:30]2[C:34]([C:35]([F:38])([F:37])[F:36])=[N:33][N:32]([C:39]3[N:44]=[CH:43][CH:42]=[CH:41][N:40]=3)[C:31]=2[NH2:45])[CH:22]=1>ClCCl.N>[Cl:20][C:21]1[C:26]2[O:27][CH2:28][O:29][C:25]=2[CH:24]=[C:23]([C:30]2[C:34]([C:35]([F:38])([F:36])[F:37])=[N:33][N:32]([C:39]3[N:44]=[CH:43][CH:42]=[CH:41][N:40]=3)[C:31]=2[N:45]=[S:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:22]=1
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참가 물질

6

반응물 3

HCID 1128Tetramethylene sulfoxideHCID 9845Trifluoroacetic anhydrideHCID 900100644-(7-Chloro-1,3-benzodioxol-5-yl)-2-pyrimidin-2-yl-5-(trifluoromethyl)pyrazol-3-amine

생성물 1

HCID 900099492-[4-(7-Chloro-1,3-benzodioxol-5-yl)-5-(thiolan-1-ylideneamino)-3-(trifluoromethyl)pyrazol-1-yl]pyrimidine

시약·촉매·용매 2

HCID 222Ammonia용매
HCID 6344Dichloromethane용매

실험 절차

To a solution of 2.2 equivalents of tetrahydro-thiophene 1-oxide (0.23 g, 2.2 mmo) in dichloromethane at −60° C. under argon was added dropwise trifluoroacetic anhydride (0.46 g, 2.2 mmol). The solution was stirred for 20 min at this temperature. Then the 4-(7-chloro-1,3-benzodioxol-5-yl)-2-pyrimidin-2-yl-5-(trifluoromethyl)pyrazol-3-amine (0.383 g, 1.00 mmol) was added and the solution stirred at −60° C. for 1 h. The reaction was diluted with aqueous ammonia; the organic layer separated and further washed with water and then dried and concentrated.

후처리

  1. stirringthe solution stirred at −60° C. for 1 h
  2. customthe organic layer separated
  3. washfurther washed with water
  4. customdried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b846a61b0bc843ab80d02d74411a01af
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09174967B2

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