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

HRID 2208657노트

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HRID 2208657 반응식
[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]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 947Nitrogen2회HCID 2474406-Methyl-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

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온도
23 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c8703142aed845d78710af68f2150acb
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376422B2

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