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Chloroform → N-{7-bromo-4-[(2-hydroxy-2-methylpropyl)amino][1,5]naphthyridin-3-yl}-3-methoxypropionamide hydrochloride

HRID 81906
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HRID 81906 반응식
[CH3:1][O:2][CH2:3][CH2:4][C:5]([Cl:7])=[O:6].[NH2:8][C:9]1[CH:10]=[N:11][C:12]2[C:17]([C:18]=1[NH:19][CH2:20][C:21]([CH3:24])([OH:23])[CH3:22])=[N:16][CH:15]=[C:14]([Br:25])[CH:13]=2.C(Cl)(Cl)Cl>C(#N)C>[ClH:7].[Br:25][C:14]1[CH:13]=[C:12]2[C:17]([C:18]([NH:19][CH2:20][C:21]([OH:23])([CH3:22])[CH3:24])=[C:9]([NH:8][C:5](=[O:6])[CH2:4][CH2:3][O:2][CH3:1])[CH:10]=[N:11]2)=[N:16][CH:15]=1
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참가 물질

5

반응물 3

HCID 6212ChloroformHCID 27597283-Methoxypropanoyl chlorideHCID 670523831-[(3-Amino-7-bromo[1,5]naphthyridin-4-yl)amino]-2-methylpropan-2-ol

생성물 1

HCID 67052276N-{7-bromo-4-[(2-hydroxy-2-methylpropyl)amino][1,5]naphthyridin-3-yl}-3-methoxypropionamide hydrochloride수율 82%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

3-Methoxypropionyl chloride (24.90 g, 203 mmol) was added over a period of 5 minutes to a mixture of 1-[(3-amino-7-bromo[1,5]naphthyridin-4-yl)amino]-2-methylpropan-2-ol (52.70 g, 169 mmol), chloroform (100 mL), and acetonitrile (530 mL). The reaction mixture was stirred at ambient temperature overnight. The precipitated solid was isolated by filtration, washed well with acetonitrile, and then dried to provide 60.10 g of N-{7-bromo-4-[(2-hydroxy-2-methylpropyl)amino][1,5]naphthyridin-3-yl}-3-methoxypropionamide hydrochloride as a brown solid, mp 206-208° C.

후처리

  1. customThe precipitated solid was isolated by filtration
  2. washwashed well with acetonitrile
  3. customdried

출처 및 근거

ORD 기록
ord-5d18cd8c871c456bac08b44cd1dbadc4
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846710B2

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