Diethyl Ether → 4-{[(1S,2R)-2-aminocyclohexyl]amino}-N-(2-methoxyethyl)-6-methylquinazolin-2-carboxamide

HRID 75525노트

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HRID 75525 반응식
[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]([C:8]1[N:17]=[C:16]([NH:18][C@H:19]2[CH2:24][CH2:23][CH2:22][CH2:21][C@H:20]2[NH:25]C(=O)OC(C)(C)C)[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH3:33])[CH:14]=2)[N:9]=1)=[O:7].C(OCC)(=O)C.Cl.C(OCC)C>C(OCC)(=O)C>[NH2:25][C@@H:20]1[CH2:21][CH2:22][CH2:23][CH2:24][C@@H:19]1[NH:18][C:16]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH3:33])[CH:14]=2)[N:9]=[C:8]([C:6]([NH:5][CH2:4][CH2:3][O:2][CH3:1])=[O:7])[N:17]=1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 21866389Hydrogen chloride-ethyl acetateHCID 86638400tert-butyl {(1R,2S)-2-[(2-{[(2-methoxyethyl)amino]carbonyl}-6-methylquinazolin-4-yl)amino]cyclohexyl}carbamate

생성물 1

HCID 687002114-{[(1S,2R)-2-aminocyclohexyl]amino}-N-(2-methoxyethyl)-6-methylquinazolin-2-carboxamide수율 92%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of 2.24 g of tert-butyl {(1R,2S)-2-[(2-{[(2-methoxyethyl)amino]carbonyl}-6-methylquinazolin-4-yl)amino]cyclohexyl}carbamate in 10 ml of ethyl acetate, 10 ml of a 4 N hydrogen chloride-ethyl acetate solution was added, and the mixture was stirred at room temperature for 48 hours. To the reaction solution, 20 ml of diethyl ether was added, and the mixture was stirred for 30 minutes. Then, the deposited substance was collected by filtration, washed with diethyl ether and dried under reduced pressure. The resulting powder was purified by Fuji Silysia NH silica gel column chromatography (chloroform:methanol=20:1), whereby 1.61 g of a desired compound was obtained as a colorless powder.

후처리

  1. additionwas added
  2. stirringthe mixture was stirred for 30 minutes
  3. filtrationThen, the deposited substance was collected by filtration
  4. washwashed with diethyl ether
  5. customdried under reduced pressure
  6. customThe resulting powder was purified by Fuji Silysia NH silica gel column chromatography (chloroform:methanol=20:1)

출처 및 근거

ORD 기록
ord-ccbe36490b6e44f4b12ab1b7f4b8d921
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835446B2

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