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Hydrochloric Acid → (E)-N-(3-Isopropyl-2-propoxybenzyl)-N-methyl-3-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylamide hydrochloride

HRID 1362294
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HRID 1362294 반응식
[CH:1]([C:4]1[C:5]([O:31][CH2:32][CH2:33][CH3:34])=[C:6]([CH:28]=[CH:29][CH:30]=1)[CH2:7][N:8]([CH3:27])[C:9](=[O:26])/[CH:10]=[CH:11]/[C:12]1[CH:25]=[N:24][C:15]2[NH:16][C:17](=[O:23])[C:18](C)(C)[NH:19][CH2:20][C:14]=2[CH:13]=1)([CH3:3])[CH3:2].[ClH:35]>C(Cl)Cl.C(OCC)C>[ClH:35].[CH:1]([C:4]1[C:5]([O:31][CH2:32][CH2:33][CH3:34])=[C:6]([CH:28]=[CH:29][CH:30]=1)[CH2:7][N:8]([CH3:27])[C:9](=[O:26])/[CH:10]=[CH:11]/[C:12]1[CH:25]=[N:24][C:15]2[NH:16][C:17](=[O:23])[CH2:18][NH:19][CH2:20][C:14]=2[CH:13]=1)([CH3:3])[CH3:2]
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 16659657(E)-3-(3,3-Dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)-N-(3-isopropyl-2-propoxybenzyl)-N-methylacrylamide

생성물 1

HCID 66967492(E)-N-(3-Isopropyl-2-propoxybenzyl)-N-methyl-3-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylamide hydrochloride수율 91%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 6344
Dichloromethane
용매

실험 절차

A stirring solution of (E)-N-(3-isopropyl-2-propoxybenzyl)-3-(3,3-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)-N-methylacrylamide (0.158 g, 0.362 mmol) in CH2Cl2 (4 mL) under N2 was treated with anhydrous HCl (0.18 mL of a 2.0 M solution in diethyl ether, 0.36 mmol) After stirring for 18 h, the resulting solid was collected by filtration, washed with Et2O (100 mL) and dried to yield the title compound (0.15 g, 91%) as an off white solid and as a mixture of amide rotamers: 1H NMR (300 MHz, DMSO-d6) δ 11.10-11.07 (m, 1H), 10.07 (br s, 2H), 8.77-8.72 (m, 1H), 8.33-8.24 (m, 1H), 7.63-7.55 (m, 1H), 7.40-7.31 (m, 1H), 7.26-7.21 (m, 1H), 7.13-7.05 (m, 1H), 6.90-6.83 (m, 1H), 4.83-4.67 (m, 2H), 4.28-4.22 (m, 2H), 3.85-3.69 (m, 4H), 3.30-3.25 (m, 1H), 3.14-2.89 (m, 3H), 1.81-1.75 (m, 2H), 1.20-1.17 (m, 6H), 1.06-1.01 (m, 3H); MS (ESI) m/e 437 (M+H)+.

후처리

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with Et2O (100 mL)
  3. customdried

출처 및 근거

ORD 기록
ord-10b8827e5d364d0d9ebbd85032d9bca4
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07879872B2

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