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Ethoxyacetyl chloride → Tert-butyl 2-({7-bromo-3-[(ethoxyacetyl)amino][1,5]naphthyridin-4-yl}amino)-1,1-dimethylethylcarbamate hydrochloride

HRID 598040
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HRID 598040 반응식
NC1C2N=C(COCC)N(CC(C)(O)C)C=2C2N=CC(Br)=CC=2N=1.[NH2:25][C:26]1[CH:27]=[N:28][C:29]2[C:34]([C:35]=1[NH:36][CH2:37][C:38]([NH:41][C:42](=[O:48])[O:43][C:44]([CH3:47])([CH3:46])[CH3:45])([CH3:40])[CH3:39])=[N:33][CH:32]=[C:31]([Br:49])[CH:30]=2.[CH2:50]([O:52][CH2:53][C:54]([Cl:56])=[O:55])[CH3:51]>C(#N)C>[ClH:56].[Br:49][C:31]1[CH:30]=[C:29]2[C:34]([C:35]([NH:36][CH2:37][C:38]([NH:41][C:42](=[O:48])[O:43][C:44]([CH3:47])([CH3:46])[CH3:45])([CH3:40])[CH3:39])=[C:26]([NH:25][C:54](=[O:55])[CH2:53][O:52][CH2:50][CH3:51])[CH:27]=[N:28]2)=[N:33][CH:32]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 84189Ethoxyacetyl chlorideHCID 589706811-[4-amino-7-bromo-2-(ethoxymethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]-2-methylpropan-2-olHCID 67052529Tert-butyl 2-[(3-amino-7-bromo[1,5]naphthyridin-4-yl)amino]-1,1-dimethylethylcarbamate

생성물 1

HCID 67052443Tert-butyl 2-({7-bromo-3-[(ethoxyacetyl)amino][1,5]naphthyridin-4-yl}amino)-1,1-dimethylethylcarbamate hydrochloride수율 66.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

The method described in Part C of the preparation of 1-[4-amino-7-bromo-2-(ethoxymethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]-2-methylpropan-2-ol was used to treat tert-butyl 2-[(3-amino-7-bromo[1,5]naphthyridin-4-yl)amino]-1,1-dimethylethylcarbamate (64.0 g, 0.156 mol) with ethoxyacetyl chloride (21.0 g, 0.171 mol) in acetonitrile (640 mL). At the completion of the reaction, additional acetonitrile (200 mL) was added, and the solid product was isolated by filtration, washed with a small volume of acetonitrile, and dried for four hours to provide 55.6 g of tert-butyl 2-({7-bromo-3-[(ethoxyacetyl)amino][1,5]naphthyridin-4-yl}amino)-1,1-dimethylethylcarbamate hydrochloride.

후처리

  1. additionwas added
  2. customthe solid product was isolated by filtration
  3. washwashed with a small volume of acetonitrile
  4. customdried for four hours

출처 및 근거

ORD 기록
ord-b2a2df60325045a2a1d2b185d85a9e5a
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897609B2

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