Triethylamine → 4-[(3-Nitro[1,5]naphthyridin-4-ylamino)methyl]tetrahydropyran-4-ol

HRID 44752ノート

反応式

HRID 44752 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][N:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].C(N(CC)CC)C.[NH2:22][CH2:23][C:24]1([OH:30])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>ClCCl>[N+:12]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:2]=1[NH:22][CH2:23][C:24]1([OH:30])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1)=[N:10][CH:9]=[CH:8][CH:7]=2)([O-:14])=[O:13]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 131227874-Chloro-3-nitro-1,5-naphthyridineHCID 436087544-(Aminomethyl)oxan-4-ol

生成物 1

HCID 669191374-[(3-Nitro[1,5]naphthyridin-4-ylamino)methyl]tetrahydropyran-4-ol収率 93.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 4-chloro-3-nitro[1,5]naphthyridine (16.6 g, 79.0 mmol) in dichloromethane (250 mL) and triethylamine (14.3 mL, 102.7 mmol) was cooled to 4° C. A solution of 4-aminomethyltetrahydropyran-4-ol (11.4 g, 86.9 mmol) in dichloromethane (70 mL) was added dropwise over a period of 30 minutes. The reaction mixture was allowed to stir at ambient temperature over the weekend and then it was concentrated under reduced pressure. The residue was stirred with water (300 mL). The resulting solid was isolated by filtration, rinsed with water, and dried in a vacuum oven at 50° C. for 4 hours to provide 22.53 g of 4-[(3-nitro[1,5]naphthyridin-4-ylamino)methyl]tetrahydropyran-4-ol.

後処理

  1. concentrationit was concentrated under reduced pressure
  2. stirringThe residue was stirred with water (300 mL)
  3. customThe resulting solid was isolated by filtration
  4. washrinsed with water
  5. customdried in a vacuum oven at 50° C. for 4 hours

出典と根拠

ORDレコード
ord-b13aac86498640cbb8957bf3bf6a0172
出典データセット
uspto-grants-2013_09
特許番号
US08541438B2

反応ノート

読み込み中…