Benzylamine → N-Benzyl-6-chloro-nicotinamide

HRID 578936

反応式

HRID 578936 の反応式
[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

参加物

6

反応物 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)

生成物 1

HCID 857488N-Benzyl-6-chloro-nicotinamide収率 636.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1ac1805544854fac96d811f5df2bf6da
出典データセット
uspto-grants-2015_05
特許番号
US09040522B2

関連ノート

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