Butyl glycidyl ether → HCID 59151333、化合物

HRID 2365206ノート

反応式

HRID 2365206 の反応式
[NH:1]1[C:9]2[C:4](=[C:5]([C:10]3[N:11]=[C:12]([N:26]4[CH2:31][CH2:30][O:29][CH2:28][CH2:27]4)[C:13]4[S:18][C:17]([CH2:19][N:20]5[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]5)=[CH:16][C:14]=4[N:15]=3)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[CH2:32]([O:36][CH2:37][CH2:38][CH2:39][CH3:40])[CH:33]1[O:35][CH2:34]1>CN(C)C=O>[CH2:37]([O:36][CH2:32][CH:33]([OH:35])[CH2:34][N:23]1[CH2:22][CH2:21][N:20]([CH2:19][C:17]2[S:18][C:13]3[C:12]([N:26]4[CH2:27][CH2:28][O:29][CH2:30][CH2:31]4)=[N:11][C:10]([C:5]4[CH:6]=[CH:7][CH:8]=[C:9]5[C:4]=4[CH:3]=[CH:2][NH:1]5)=[N:15][C:14]=3[CH:16]=2)[CH2:25][CH2:24]1)[CH2:38][CH2:39][CH3:40]

参加物

4

反応物 2

HCID 17049Butyl glycidyl ether2 回HCID 11517696HCID 11517696、化合物

生成物 1

HCID 59151333HCID 59151333、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 2-(1H-indol-4-yl)-4-morpholin-4-yl-6-piperazin-1-ylmethyl-thieno[3,2-d]pyrimidine (50 mg) in N,N-dimethylformamide (3 mL) at r.t. was added 0.1 M Na2HPO4 pH 6.8 buffer (0.5 mL) and butyl glycidyl ether (18 μL) and the resulting cloudy mixture was heated at 55° C. for 3 days with 2 extra equivalents of butyl glycidyl ether (18 μL) added during this time. The reaction mixture was partitioned between EtOAc (15 mL) and brine (15 mL), the organic layer was dried (Na2SO4), concentrated and the residue purified by flash chromatography (silica; 96:4 EtOAc/MeOH as eluent) to give an off-white solid (38 mg).

後処理

  1. additionadded during this time
  2. customThe reaction mixture was partitioned between EtOAc (15 mL) and brine (15 mL)
  3. dry with materialthe organic layer was dried (Na2SO4)
  4. concentrationconcentrated
  5. customthe residue purified by flash chromatography (silica; 96:4 EtOAc/MeOH as eluent)

出典と根拠

ORDレコード
ord-a267daa09e2943838f9cb5ceb8ac2412
出典データセット
uspto-grants-2014_04
特許番号
US08697693B2

反応ノート

読み込み中…