Isatoic Anhydride → 2-amino-N-methyl-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide

HRID 362905노트

반응식

HRID 362905 반응식
[CH3:1][NH:2][CH2:3][CH:4]1[CH2:9][CH2:8][N:7]([CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:6][CH2:5]1.[C:23]12[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=1)[NH:28]C(=O)[O:26][C:24]2=O.C([O-])(O)=O.[Na+]>CN(C)C1C=CN=CC=1.CN(C=O)C>[NH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:23]=1[C:24]([N:2]([CH3:1])[CH2:3][CH:4]1[CH2:9][CH2:8][N:7]([CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:6][CH2:5]1)=[O:26]

참가 물질

6

반응물 3

HCID 8359Isatoic AnhydrideHCID 516892Sodium BicarbonateHCID 537192494-(N-methylamino)methyl-1-diphenylmethylpiperidine

생성물 1

HCID 675951382-amino-N-methyl-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide수율 67%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매

실험 절차

Step 3): A solution of 4-(N-methylamino)methyl-1-diphenylmethylpiperidine (1.8 g, 6.0 mmol), isatoic anhydride (0.9 g, 5.5 mmol) and 4-dimethylaminopyridine (0.74 g) in DMF (25 ml) was stirred at room temperature for 2 hours. The reaction mixture was poured into 1% NaHCO3 solution and extracted with ethyl acetate. The organic layer was washed with water, dried and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate and hexane) to give 2-amino-N-methyl-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide (1.5 g, 67%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel (ethyl acetate and hexane)

출처 및 근거

ORD 기록
ord-04f806f826cd45c79ee9fdcb12f08b60
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05872115

반응 노트

불러오는 중…