Diisopropylethylamine → HCID 67340864, 화합물

HRID 1675072노트

반응식

HRID 1675072 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]([F:14])([F:13])[F:12])=[N:9][N:10]=2)[N:7]=1.[NH:15]1[CH2:18][CH:17]([CH2:19][OH:20])[CH2:16]1.CCN(C(C)C)C(C)C>CN(C=O)C>[F:12][C:11]([F:14])([F:13])[C:8]1[N:6]2[N:7]=[C:2]([N:15]3[CH2:18][CH:17]([CH2:19][OH:20])[CH2:16]3)[CH:3]=[CH:4][C:5]2=[N:10][N:9]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 6136576-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazineHCID 13400658(Azetidin-3-yl)methanol

생성물 1

HCID 67340864HCID 67340864, 화합물수율 30.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A stirred solution of 6-chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (4.44 g, 20.0 mmol), azetidin-3-ylmethanol (2.25 g, 22.0 mmol) and DIPEA (5.21 mL, 30.0 mmol) in DMF (40 mL) was heated at 70° C. for 1 hour. The solution was evaporated and partitioned between water and 2M aqueous K2CO3. The organic phase was washed with water and brine and dried over MgSO4. The crude product was purified by MPLC silica chromatography, eluting with 5% MeOH in DCM. Pure fractions were evaporated to dryness and triturated with ether, giving [1-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]azetidin-3-yl]methanol (1.65 g, 30%) as a cream crystalline solid.

후처리

  1. customThe solution was evaporated
  2. custompartitioned between water and 2M aqueous K2CO3
  3. washThe organic phase was washed with water and brine
  4. dry with materialdried over MgSO4
  5. customThe crude product was purified by MPLC silica chromatography
  6. washeluting with 5% MeOH in DCM
  7. customPure fractions were evaporated to dryness
  8. customtriturated with ether

출처 및 근거

ORD 기록
ord-4027b068cdad4f588708155f4d261222
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003649B2

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