trans-1-Boc-4-aminomethyl-3-hydroxypiperidine → HCID 11015727、化合物

HRID 353342ノート

反応式

HRID 353342 の反応式
[NH2:1][CH2:2][C@@H:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][C@H:4]1[OH:16].[NH2:17][C:18]1[C:30]([Cl:31])=[CH:29][C:21]([C:22](N2C=CN=C2)=[O:23])=[C:20]([O:32][CH3:33])[C:19]=1[O:34][CH3:35]>C(#N)C>[NH2:17][C:18]1[C:30]([Cl:31])=[CH:29][C:21]([C:22]([NH:1][CH2:2][C@@H:3]2[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:13])([CH3:15])[CH3:14])=[O:10])[CH2:5][C@H:4]2[OH:16])=[O:23])=[C:20]([O:32][CH3:33])[C:19]=1[O:34][CH3:35]

参加物

4

反応物 2

HCID 11075229trans-1-Boc-4-aminomethyl-3-hydroxypiperidineHCID 88040818HCID 88040818、化合物

生成物 1

HCID 11015727HCID 11015727、化合物収率 80%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of intermediate (1-e) (0.087 mol) and intermediate (3-a) (0.087 mol) in acetonitrile (600 ml) was stirred and refluxed for 90 min. The reaction mixture was cooled, and the solvent was evaporated. The residue was partitioned between DCM and water. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was suspended in DIPE with a drop of ACN, filtered off and dried (vacuum, 40° C.), yielding 30.3 g (80%) of (±)-1,1-dimethylethyl trans-4-[[(4-amino-5-chloro-2,3-dimethoxybenzoyl)amino]methyl]-3-hydroxy-1-piperidinecarboxylate (interm. 4).

後処理

  1. temperaturerefluxed for 90 min
  2. temperatureThe reaction mixture was cooled
  3. customthe solvent was evaporated
  4. customThe residue was partitioned between DCM and water
  5. customThe organic layer was separated
  6. customdried
  7. filtrationfiltered
  8. customthe solvent was evaporated
  9. filtrationfiltered off
  10. customdried (vacuum, 40° C.)

出典と根拠

ORDレコード
ord-f649c2ede5634f988e45339bcfac2953
出典データセット
uspto-grants-2004_06
特許番号
US06750349B2

反応ノート

読み込み中…