Diisopropylethylamine → HCID 67340864、化合物

HRID 1675072ノート

反応式

HRID 1675072 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 67340864HCID 67340864、化合物収率 30.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4027b068cdad4f588708155f4d261222
出典データセット
uspto-grants-2011_08
特許番号
US08003649B2

反応ノート

読み込み中…