Benzylamine → N-Benzyl-6-chloro-nicotinamide

HRID 578936

반응식

HRID 578936 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C.[CH2:42]([NH2:49])[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1>CN(C=O)C>[CH2:42]([NH:49][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([Cl:1])=[N:3][CH:4]=1)[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1

참가 물질

6

반응물 4

HCID 7504BenzylamineHCID 8471TriethylamineHCID 792226-Chloronicotinic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

생성물 1

HCID 857488N-Benzyl-6-chloro-nicotinamide수율 636.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Combined 6-chloronicotinic acid (20 g, 12.74 mmol) and HATU (72.6 g, 19.1 mmol) in DMF (200 mL) and added triethylamine (38.6 g, 38.2 mmol) drop wise, followed by benzylamine (16.36 g, 15.28 mmol) and stirred at room temperature overnight. Then the reaction mixture was poured into ice-water and stirred for 20 minutes to give a solid. The solid was collected by filtration, washed with water (30 mL×2), and dried under reduced pressure to give the title compound (20 g, 64%) as a yellow solid.

후처리

  1. stirringstirred for 20 minutes
  2. customto give a solid
  3. filtrationThe solid was collected by filtration
  4. washwashed with water (30 mL×2)
  5. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-1ac1805544854fac96d811f5df2bf6da
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040522B2

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