Hydrochloric Acid → 3-(Aminomethyl)-6-methyl-4-(trifluoromethyl)-1,2-dihydropyridin-2-one hydrochloride HCl salt

HRID 2208657ノート

反応式

HRID 2208657 の反応式
[CH3:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]#[N:10])=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1.N#N.[ClH:17]>CO.[OH-].[OH-].[Pd+2]>[ClH:17].[ClH:17].[NH2:10][CH2:9][C:5]1[C:6](=[O:8])[NH:7][C:2]([CH3:1])=[CH:3][C:4]=1[C:11]([F:12])([F:13])[F:14]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 947Nitrogen2 回HCID 2474406-Methyl-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile

生成物 1

HCID 901508353-(Aminomethyl)-6-methyl-4-(trifluoromethyl)-1,2-dihydropyridin-2-one hydrochloride HCl salt収率 100%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

反応条件

温度
23 °C

実験手順

To a solution of 6-methyl-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile (400 mg, 1.98 mmol) in MeOH (19.8 ml) and HCl (436 ul, 12M) was added 10% Pd(OH)2 (361 mg, 0.257 mmol) under N2 atmosphere. The N2 gas was displaced by H2 gas and the mixture was stirred for 18 h at 23° C. under hydrogen. The H2 gas was displaced by N2 gas. The mixture was filtered through Celite, washed with MeOH and concentrated. The residue was triturated with MeOH-Et2O, collected with Buchner funnel, and dried in vacuo to give the titled compound (433 mg, 100%). 1H NMR (400 MHz, DMSO-d6): δ ppm 2.31 (s, 3H), 3.88 (s, 2H), 6.43 (s, 1H).

後処理

  1. filtrationThe mixture was filtered through Celite
  2. washwashed with MeOH
  3. concentrationconcentrated
  4. customThe residue was triturated with MeOH-Et2O
  5. customcollected with Buchner funnel
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-c8703142aed845d78710af68f2150acb
出典データセット
uspto-grants-2016_06
特許番号
US09376422B2

反応ノート

読み込み中…