Water → Methyl 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoate

HRID 1675095노트

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HRID 1675095 반응식
CCN(C(C)C)C(C)C.Cl[C:11]1[CH:12]=[CH:13][C:14]2[N:15]([C:17]([C:20]([F:23])([F:22])[F:21])=[N:18][N:19]=2)[N:16]=1.[NH:24]1[CH2:29][CH2:28][CH:27]([C:30]2[CH:39]=[CH:38][C:33]([C:34]([O:36][CH3:37])=[O:35])=[CH:32][CH:31]=2)[CH2:26][CH2:25]1.O>CC(N(C)C)=O>[F:21][C:20]([F:23])([F:22])[C:17]1[N:15]2[N:16]=[C:11]([N:24]3[CH2:29][CH2:28][CH:27]([C:30]4[CH:39]=[CH:38][C:33]([C:34]([O:36][CH3:37])=[O:35])=[CH:32][CH:31]=4)[CH2:26][CH2:25]3)[CH:12]=[CH:13][C:14]2=[N:19][N:18]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 6136576-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazineHCID 24904226Methyl 4-(piperidin-4-yl)benzoate

생성물 1

HCID 67340080Methyl 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoate수율 93%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
100 °C

실험 절차

DIPEA (88 mL, 505.27 mmol) was added to 6-chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (45.0 g, 202.11 mmol) and methyl 4-(piperidin-4-yl)benzoate (48.75 g, 222.32 mmol) in DMA (250 mL). The resulting suspension was stirred at 100° C. for 1 hour then cooled to room temperature. The reaction mixture was added dropwise to water (1500 mL) with stirring. Stirring was continued for 10 minutes then the precipitate was collected by filtration, washed with water (300 mL) and ether (250 mL×2) and dried to afford methyl 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoate (76 g, 93%) as a solid.

후처리

  1. temperaturethen cooled to room temperature
  2. stirringwith stirring
  3. stirringStirring
  4. waitwas continued for 10 minutes
  5. filtrationthe precipitate was collected by filtration
  6. washwashed with water (300 mL) and ether (250 mL×2)
  7. customdried

출처 및 근거

ORD 기록
ord-6df5dab3fbf8442aa29f8380fd36bdd4
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003649B2

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