Dichloromethane → 4-Amino-2-(4-methylbenzyl)-1-(4-quinazolin-4-yl-piperazin-1-yl)-butan-1-one dihydrochloride

HRID 1192441노트

반응식

HRID 1192441 반응식
C(OC(=O)[NH:7][CH2:8][CH2:9][CH:10]([CH2:29][C:30]1[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][CH:31]=1)[C:11](=[O:28])[N:12]1[CH2:17][CH2:16][N:15]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=[CH:20][N:19]=2)[CH2:14][CH2:13]1)(C)(C)C.C(Cl)[Cl:39]>Cl.O1CCOCC1>[ClH:39].[ClH:39].[NH2:7][CH2:8][CH2:9][CH:10]([CH2:29][C:30]1[CH:31]=[CH:32][C:33]([CH3:36])=[CH:34][CH:35]=1)[C:11]([N:12]1[CH2:13][CH2:14][N:15]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=[CH:20][N:19]=2)[CH2:16][CH2:17]1)=[O:28]

참가 물질

5

반응물 2

HCID 6344DichloromethaneHCID 67540421[3-(4-Methyl-benzyl)-4-oxo-4-(4-quinazolin-4-yl-piperazin-1-yl)-butyl]-carbamic acid tert-butyl ester

생성물 1

HCID 675395884-Amino-2-(4-methylbenzyl)-1-(4-quinazolin-4-yl-piperazin-1-yl)-butan-1-one dihydrochloride

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매

실험 절차

A mixture containing [3-(4-Methyl-benzyl)-4-oxo-4-(4-quinazolin-4-yl-piperazin-1-yl)-butyl]-carbamic acid tert-butyl ester (0.22 g, 0.44 mmol) in 10 mL of DCM and 5 mL of 4N HCl in dioxane was allowed to stir at room temperature under a nitrogen atmosphere overnight. The reaction was concentrated under reduced pressure. The residue was dissolved in methanol and ether added to precipitate the product. The solids were filtered and dried to afford 4-Amino-2-(4-methylbenzyl)-1-(4-quinazolin-4-yl-piperazin-1-yl)-butan-1-one dihydrochloride (167 mg.) LCMS (APCI+) m/z 404 [M+H]+; Rt: 1.87 min. 1H NMR (D2O, 400 MHz) δ 8.45 (1H, s), 7.87 (2H, t, J 8.1 Hz), 7.65-7.57 (2H, m), 7.01 (4H, s), 4.18-4.12 (1H, m), 3.98-3.92 (1H, m), 3.82-3.71 (2H, m), 3.52-3.37 (3H, m), 3.25-2.76 (6H, m), 2.64-2.54 (1H, m), 2.02 (3H, s), 1.98-1.80 (1H, m.)

후처리

  1. concentrationThe reaction was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in methanol
  3. additionether added
  4. customto precipitate the product
  5. filtrationThe solids were filtered
  6. customdried

출처 및 근거

ORD 기록
ord-9445339959d7485289fddf57a7675a65
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680114B2

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