Triethylamine → (R)-2,6-dichloro-5-methyl-N-(tetrahydrofuran-3-yl)pyrimidin-4-amine

HRID 527463노트

반응식

HRID 527463 반응식
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([CH3:9])=[C:4](Cl)[N:3]=1.Cl.[O:12]1[CH2:16][CH2:15][C@@H:14]([NH2:17])[CH2:13]1.CCN(CC)CC>CCO>[Cl:1][C:2]1[N:3]=[C:4]([NH:17][C@@H:14]2[CH2:15][CH2:16][O:12][CH2:13]2)[C:5]([CH3:9])=[C:6]([Cl:8])[N:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 2327892,4,6-Trichloro-5-methylpyrimidineHCID 46856371(3R)-3-Aminotetrahydrofuran hydrochloride

생성물 1

HCID 90426233(R)-2,6-dichloro-5-methyl-N-(tetrahydrofuran-3-yl)pyrimidin-4-amine수율 54.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2,4,6-trichloro-5-methylpyrimidine (2 g, 10.2 mmol), (R)-tetrahydrofuran-3-amine hydrochloride (1.12 g, 9.2 mmol) and Et3N (2.1 g, 20.3 mmol) in EtOH (20 mL) was stirred at room temperature for 14 h., concentrated under vacuum and the residue was purified by chromatographic column on silica gel (EtOAc/petroleum ether, gradient elution, from 1/0 to 2/1) to give the (R)-2,6-dichloro-5-methyl-N-(tetrahydrofuran-3-yl)pyrimidin-4-amine (1.25 g, 53% yield) as a white solid. ESI-LCMS (m/z): 248.1 [M+1]+.

후처리

  1. concentrationconcentrated under vacuum
  2. customthe residue was purified by chromatographic column on silica gel (EtOAc/petroleum ether, gradient elution, from 1/0 to 2/1)

출처 및 근거

ORD 기록
ord-772f106915e948ccb144b2c781f961a0
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346802B2

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