Morpholine → 4-{4-[3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-benzyl}-morpholine

HRID 623666

反応式

HRID 623666 の反応式
CS(Cl)(=O)=O.[CH2:6]([O:13][C:14]1[CH:19]=[C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:17]([CH:28]([CH3:30])[CH3:29])=[CH:16][C:15]=1[N:31]1[C:35]([C:36]2[CH:41]=[CH:40][C:39]([CH2:42]O)=[CH:38][CH:37]=2)=[CH:34][N:33]=[N:32]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[NH:44]1[CH2:49][CH2:48][O:47][CH2:46][CH2:45]1>C(Cl)Cl.CN(C=O)C>[CH2:6]([O:13][C:14]1[CH:19]=[C:18]([O:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:17]([CH:28]([CH3:30])[CH3:29])=[CH:16][C:15]=1[N:31]1[C:35]([C:36]2[CH:41]=[CH:40][C:39]([CH2:42][N:44]3[CH2:49][CH2:48][O:47][CH2:46][CH2:45]3)=[CH:38][CH:37]=2)=[CH:34][N:33]=[N:32]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

6

反応物 3

HCID 8083MorpholineHCID 31297Methanesulfonyl chlorideHCID 67985193{4-[3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-phenyl}-methanol

生成物 1

HCID 679854174-{4-[3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-benzyl}-morpholine収率 80%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

TEA (160 μl, 1.17 mmol) and MsCl (90 μl, 1.17 mmol) were added to a solution of {4-[3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-phenyl}-methanol (200 mg, 0.39 mmol) in DCM (5 ml) at 0° C. The solution was stirred for 30 minutes at 0° C. and for 12 hours at RT. The solvent was removed under reduced pressure and the reaction crude was dissolved in DMF (3 ml). Morpholine (1.17 mmol) and TEA (160 μl, 1.17 mmol) were added and the reaction mixture was stirred for 12 hours at RT. After standard work-up with AcOEt (4×30 ml) and washing with H2O (2×30 mL) and brine (2×30 ml), the solvent was evaporated under reduced pressure and the crude reaction mixture was purified by column chromatography (PE/AcOEt:20/80) to obtain the desired adduct as an oil.

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe reaction crude
  3. stirringthe reaction mixture was stirred for 12 hours at RT
  4. washAfter standard work-up with AcOEt (4×30 ml) and washing with H2O (2×30 mL) and brine (2×30 ml)
  5. customthe solvent was evaporated under reduced pressure
  6. customthe crude reaction mixture
  7. customwas purified by column chromatography (PE/AcOEt:20/80)

出典と根拠

ORDレコード
ord-c8c63ff405f8485cbd1e1dae2b349f79
出典データセット
uspto-grants-2016_04
特許番号
US09302998B2

関連ノート

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