2-(6-Methoxypyridin-2-yl)ethan-1-amine → HCID 178470231, 화합물

HRID 2202235노트

반응식

HRID 2202235 반응식
C[O:2][C:3]1[N:8]=[C:7]([CH2:9][CH2:10][NH2:11])[CH:6]=[CH:5][CH:4]=1.[ClH:12].COC1CCCC1.[C:20]([O:24][CH2:25][CH3:26])(=[O:23])[CH:21]=O.C1(C)C=CC=CC=1>CCO>[ClH:12].[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:21]([C:20]([O:24][CH2:25][CH3:26])=[O:23])[NH:11][CH2:10][CH2:9][C:7]=2[N:8]=1

참가 물질

5

반응물 3

HCID 212435192-(6-Methoxypyridin-2-yl)ethan-1-amineHCID 66926893hydrogen chloride CPME2회HCID 86599969Ethyl glyoxylate toluene2회

생성물 1

HCID 178470231HCID 178470231, 화합물수율 82%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 2-(6-methoxypyridin-2-yl)ethanamine (14.43 g, 94.81 mmol), 4N hydrogen chloride/CPME (26.1 mL, 104.29 mmol) and 47% ethyl glyoxylate/toluene solution (polymer form) (30.0 mL, 142.22 mmol) in EtOH (175 mL) was heated under reflux for 8 hr. To the reaction mixture were added 4N hydrogen chloride/CPME (26.1 mL, 104.29 mmol) and 47% ethyl glyoxylate/toluene solution (polymer form) (30.0 mL, 142.22 mmol), and the mixture was heated again under reflux for 16 hr. The reaction mixture was concentrated under reduced pressure to half volume, and to the residue was added diethyl ether (ca. 150 mL). The precipitate was collected by filtration, and washed with EtOH/diethyl ether to give crude ethyl 2-hydroxy-5,6,7,8-tetrahydro-1,6-naphthyridine-5-carboxylate hydrochloride (20.01 g, 77 mmol, 82%) as an off-white powder.

후처리

  1. temperatureunder reflux for 8 hr
  2. temperaturethe mixture was heated again
  3. temperatureunder reflux for 16 hr
  4. concentrationThe reaction mixture was concentrated under reduced pressure to half volume
  5. additionto the residue was added diethyl ether (ca. 150 mL)
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with EtOH/diethyl ether

출처 및 근거

ORD 기록
ord-8147c7eedd4e41ee8e937e2a4ff624a3
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365520B2

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