HCID 49780163、化合物 → HCID 49780164、化合物

HRID 574684ノート

反応式

HRID 574684 の反応式
[F:1][C:2]([F:28])([F:27])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:26])[NH:12][CH:13]2[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]2)=[CH:6][CH:5]=1>Cl>[NH:16]1[CH2:17][CH2:18][CH:13]([NH:12][C:11]([NH:10][C:7]2[CH:8]=[CH:9][C:4]([O:3][C:2]([F:1])([F:27])[F:28])=[CH:5][CH:6]=2)=[O:26])[CH2:14][CH2:15]1

参加物

3

反応物 1

HCID 49780163HCID 49780163、化合物

生成物 1

HCID 49780164HCID 49780164、化合物

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

tert-butyl 4-(3-(4-(trifluoromethoxy)phenyl)ureido)piperidine-1-carboxylate (7.5 g, 18.6 mmol) was dissolved in HCl solution (2 M, MeOH, 100 mL). The resulting solution was refluxed for 2 h. The solvent was removed under vacuo and the crude was washed by dichloromethane twice and was basified to pH 10 by NaOH solution (6N). The final precipitates (5.6 g, 18.5 mmol, 99%) were filtered and dried under high vacuum. The final product (PTU/2) was served as a scaffold for the following urea inhibitors synthesis. 1H NMR (d6-DMSO, 300 Mhz): ∂ 1.19 (m, 2H), 1.74 (d, J=9 Hz, 2H), 2.10 (br, 1H), 2.48 (m, 2H), 2.87 (d, J=9 Hz, 2H), 2.90 (m, 1H), 6.18 (d, J=8 Hz, 1H), 7.20 (d, J=9 Hz, 2H), 7.46 (d, J=9 Hz, 2H), 8.52 (s, 1H). 19F NMR (d6-DMSO, 300 Mhz): ∂ 57.17.

後処理

  1. temperatureThe resulting solution was refluxed for 2 h
  2. customThe solvent was removed under vacuo
  3. washthe crude was washed by dichloromethane twice
  4. customThe final precipitates (5.6 g, 18.5 mmol, 99%)
  5. filtrationwere filtered
  6. customdried under high vacuum
  7. customThe final product (PTU/2) was served as a scaffold for the following urea inhibitors synthesis

出典と根拠

ORDレコード
ord-b41d3f68298047adb37f985db23b368c
出典データセット
uspto-grants-2015_05
特許番号
US09034903B2

反応ノート

読み込み中…