Sodium hydride → HCID 178481545、化合物

HRID 707267ノート

反応式

HRID 707267 の反応式
[H-].[Na+].[C:3]([O:7][C:8](=[O:15])[NH:9][C@H:10]1[CH2:13][C@H:12]([OH:14])[CH2:11]1)([CH3:6])([CH3:5])[CH3:4].Cl[C:17]1[N:21]([CH3:22])[C:20]2[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=2[N:18]=1>CN(C=O)C.O>[C:3]([O:7][C:8](=[O:15])[NH:9][C@H:10]1[CH2:13][C@H:12]([O:14][C:17]2[N:21]([CH3:22])[C:20]3[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=3[N:18]=2)[CH2:11]1)([CH3:6])([CH3:4])[CH3:5]

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 6630802-chloro-1-methyl-1H-1,3-benzodiazoleHCID 178454126HCID 178454126、化合物

生成物 1

HCID 178481545HCID 178481545、化合物収率 40.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride, 60% in oil (0.141 mL, 6.70 mmol) was added portionwise to a solution of tert-butyl(trans-3-hydroxycyclobutyl)carbamate (0.57 g, 3.04 mmol) and 2-chloro-1-methyl-1H-benzoimidazole (0.558 g, 3.35 mmol) in DMF (3 mL). The reaction mixture was stirred at room temperature for 3 h, diluted with water and extracted with EtOAc. EtOAc extract was concentrated and residue purified with ISCO eluting with 0-40% EtOAc/hexanes to give the desired product tert-butyl(trans-3-((1-methyl-1H-benzo[d]imidazol-2-yl)oxy)cyclobutyl)carbamate (0.388 g, 1.222 mmol, 40.2% yield). m/z: 318.2 (M+1)

後処理

  1. extractionextracted with EtOAc
  2. extractionEtOAc extract
  3. concentrationwas concentrated
  4. customresidue purified with ISCO
  5. washeluting with 0-40% EtOAc/hexanes

出典と根拠

ORDレコード
ord-c843cf77cc6848e998e0b4f17f354054
出典データセット
uspto-grants-2015_11
特許番号
US09174992B2

反応ノート

読み込み中…