1-Butanol → HCID 178461872、化合物

HRID 475220ノート

反応式

HRID 475220 の反応式
Cl.O1CCCCC1[N:8]1[C:12]2[CH:13]=[CH:14][C:15]([C@@H:17]([NH2:19])[CH3:18])=[CH:16][C:11]=2[N:10]=[CH:9]1.Cl[C:21]1[N:26]=[C:25]([NH:27][C:28]2[NH:32][N:31]=[C:30]([CH:33]3[CH2:35][CH2:34]3)[CH:29]=2)[CH:24]=[CH:23][N:22]=1.CCCCO.CCN(C(C)C)C(C)C>CCOC(C)=O.CO.O>[NH:8]1[C:12]2[CH:13]=[CH:14][C:15]([C@@H:17]([NH:19][C:21]3[N:26]=[C:25]([NH:27][C:28]4[CH:29]=[C:30]([CH:33]5[CH2:35][CH2:34]5)[NH:31][N:32]=4)[CH:24]=[CH:23][N:22]=3)[CH3:18])=[CH:16][C:11]=2[N:10]=[CH:9]1

参加物

8

反応物 4

HCID 2631-ButanolHCID 81531DiisopropylethylamineHCID 86694728HCID 86694728、化合物HCID 178478345HCID 178478345、化合物

生成物 1

HCID 178461872HCID 178461872、化合物

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
140 °C

実験手順

A 5 mL microwave tube was charged with 126 (208.2 mg, 0.85 mmol), 53 (100 mg, 0.42 mmol) and n-BuOH (1.2 mL) then DIPEA (0.371 mL) was added, the tube sealed and heated to 140° C. for 18 h in an oil bath. The reaction cooled and diluted with EtOAc (50 mL). Water (25 mL) and some MeOH (1 mL) were added and the phases were separated. The organic layer was washed with brine (25 mL), dried (Na2SO4), filtered and concentrated. The residue was purified by HPLC and SFC to afford 34.4 mg (22%) of I-5 as a white solid: SFC RT=0.72 min.

後処理

  1. customthe tube sealed
  2. temperatureThe reaction cooled
  3. customthe phases were separated
  4. washThe organic layer was washed with brine (25 mL)
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was purified by HPLC and SFC
  9. customto afford 34.4 mg (22%) of I-5 as a white solid

出典と根拠

ORDレコード
ord-46d0bb890f4a419f95b06bd43643b7ce
出典データセット
uspto-grants-2014_01
特許番号
US08637537B2

反応ノート

読み込み中…