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

HRID 1362344노트

반응식

HRID 1362344 반응식
[CH2:1]([O:5][C:6]1[C:30]([O:31][CH3:32])=[CH:29][CH:28]=[CH:27][C:7]=1[CH2:8][N:9]([CH3:26])[C:10](=[O:25])/[CH:11]=[CH:12]/[C:13]1[CH:24]=[N:23][C:16]2[NH:17][C:18](=[O:22])[CH2:19][NH:20][CH2:21][C:15]=2[CH:14]=1)[CH:2]([CH3:4])[CH3:3].[ClH:33]>C(Cl)Cl.C(OCC)C>[ClH:33].[CH2:1]([O:5][C:6]1[C:30]([O:31][CH3:32])=[CH:29][CH:28]=[CH:27][C:7]=1[CH2:8][N:9]([CH3:26])[C:10](=[O:25])/[CH:11]=[CH:12]/[C:13]1[CH:24]=[N:23][C:16]2[NH:17][C:18](=[O:22])[CH2:19][NH:20][CH2:21][C:15]=2[CH:14]=1)[CH:2]([CH3:4])[CH3:3]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 16660146HCID 16660146, 화합물

생성물 1

HCID 16660145(E)-N-(2-Isobutoxy-3-methoxybenzyl)-N-methyl-3-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylamide hydrochloride수율 45%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

A stirring solution of (E)-N-(2-isobutoxy-3-methoxybenzyl)-N-methyl-3-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylamide (0.108 g, 0.246 mmol) in CH2Cl2 (3 mL) under N2 was treated with HCl (0.12 mL of a 2.0 M solution in diethyl ether, 24 mmol). After stirring for 18 h, the resulting solid was collected by filtration and washed with Et2O (100 mL) and dried. The solid was dissolved in CH2Cl2 (2 mL) and layered with hexanes (5 mL). The resulting solids were collected by filtration, washed with Et2O (50 mL) and dried to yield the target compound (0.052 g, 45%) as a tan solid and as a mixture of amide rotamers: 1H NMR (300 MHz, DMSO-d6) δ 11.09-11.07 (m, 1H), 10.03 (br s, 2H), 8.77-8.71 (m, 1H), 8.31-8.24 (m, 1H), 7.62-7.54 (m, 1H), 7.38-7.31 (m, 1H), 7.05-6.59 (m, 2H), 6.68-6.59 (m, 1H), 4.81-4.65 (m, 2H), 4.27-4.23 (m, 2H), 3.85-3.82 (m, 2H), 3.79 (s, 3H), 3.72-3.68 (m, 2H), 3.12-2.88 (m, 3H), 2.06-1.97 (m, 1H), 1.00-0.98 (m, 6H); MS (ESI) m/e 439 (M+H)+.

후처리

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with Et2O (100 mL)
  3. customdried
  4. dissolutionThe solid was dissolved in CH2Cl2 (2 mL)
  5. filtrationThe resulting solids were collected by filtration
  6. washwashed with Et2O (50 mL)
  7. customdried

출처 및 근거

ORD 기록
ord-6fc5c81430ec4c1290c9a40e9fe9de93
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879872B2

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