Water → 1-[1-(3,5-Bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1h-[1,2,3]triazol-4-yl]-2-bromo-3-(2-chloro-phenyl)-propane-1,3-dione

HRID 2251987

반응식

HRID 2251987 반응식
[Br:1]Br.[F:3][C:4]([F:40])([F:39])[C:5]1[CH:6]=[C:7]([CH:32]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:34]=1)[CH2:8][N:9]1[C:13]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)=[C:12]([C:20](=[O:31])[CH2:21][C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])=[O:23])[N:11]=[N:10]1.O>C(Cl)Cl>[F:40][C:4]([F:3])([F:39])[C:5]1[CH:6]=[C:7]([CH:32]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:34]=1)[CH2:8][N:9]1[C:13]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)=[C:12]([C:20](=[O:31])[CH:21]([Br:1])[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])=[O:23])[N:11]=[N:10]1

참가 물질

5

반응물 3

HCID 962WaterHCID 24408BromineHCID 866012491-[1-(3,5-bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1H-[1,2,3]triazol-4-yl]-3-(2-chloro-phenyl)-propane-1,3-dione

생성물 1

HCID 877163621-[1-(3,5-Bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1h-[1,2,3]triazol-4-yl]-2-bromo-3-(2-chloro-phenyl)-propane-1,3-dione수율 98.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Add bromine (28 μL, 0.54 mmol) to a mixture of 1-[1-(3,5-bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1H-[1,2,3]triazol-4-yl]-3-(2-chloro-phenyl)-propane-1,3-dione (256 mg, 0.463 mmol) in 1:1 CH2Cl2:H2O (4 mL). Stir mixture at RT for 30 min, then dilute with additional CH2Cl2 (20 mL) and wash with NaHCO3 (20 mL). Dry, filter, and concentrate the organic layer to give the title compound (287 mg, 98%). MS (IS) 553.2 (M+1), MS (ES−) 551.2 (M−1). 1HNMR (400 MHz, CDCl3): δ 7.80 (m, 1H), 8.53 (m, 1H), 7.85 (m, 2H), 7.63 (m, 1H), 7.46 (m, 7H), 7.04 (s, 1H), 5.60 (m, 2H).

후처리

  1. washwash with NaHCO3 (20 mL)
  2. customDry
  3. filtrationfilter
  4. concentrationconcentrate the organic layer

출처 및 근거

ORD 기록
ord-2073e7fae4364e49bb53ea490c36dc36
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07320994B2

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