Tetrahydrofuran → 4-Pyridin-4-yl-3-{3-[3-(4-trifluoromethyl-phenyl)-ureido]-phenyl}-pyrazole-1-carboxylic acid ethyl ester

HRID 1843609

반응식

HRID 1843609 반응식
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([C:12]3[CH:13]=[C:14]([NH:18][C:19]([NH:21][C:22]4[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=4)=[O:20])[CH:15]=[CH:16][CH:17]=3)=[N:9][NH:10][CH:11]=2)=[CH:3][CH:2]=1.C1COCC1.Cl[C:38]([O:40][CH2:41][CH3:42])=[O:39]>>[CH2:41]([O:40][C:38]([N:10]1[CH:11]=[C:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([NH:18][C:19]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)=[O:20])[CH:13]=2)=[N:9]1)=[O:39])[CH3:42]

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 10928Ethyl chloroformateHCID 178522056HCID 178522056, 화합물

생성물 1

HCID 446220684-Pyridin-4-yl-3-{3-[3-(4-trifluoromethyl-phenyl)-ureido]-phenyl}-pyrazole-1-carboxylic acid ethyl ester수율 77%

실험 절차

To a suspension of 1-[3-(4-pyridin-4-yl-1H-pyrazol-3-yl)-phenyl]-3-(4-trifluoromethyl-phenyl)-urea (100 mg, 0.236 mmol) (prepared as described in Example 6) in THF (10 mL) DIPEA (61 mg, 81 uL, 0.427 mmol) was added. The mixture was stirred for 5 minutes before adding ethyl chloroformate (31 mg, 27 uL, 0.283 mmol). After 2 hours the mixture was evaporated to dryness, taken up with ethyl acetate and washed three times with water. The organic phase was dried over Na2SO4, evaporated to dryness and triturated with diisopropyl ether to yield 4-pyridin-4-yl-3-{3-[3-(4-trifluoromethyl-phenyl)-ureido]-phenyl}-pyrazole-1-carboxylic acid ethyl ester (90 mg, 77%).

후처리

  1. additionwas added
  2. customAfter 2 hours the mixture was evaporated to dryness
  3. washwashed three times with water
  4. dry with materialThe organic phase was dried over Na2SO4
  5. customevaporated to dryness
  6. customtriturated with diisopropyl ether

출처 및 근거

ORD 기록
ord-9e48245ee4444c98b89c6f2cc49628ba
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946250B2

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