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Hydrochloric Acid → (E)-3-(3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-N-methyl-N-(3-methylbenzofuran-2-ylmethyl)acrylamide hydrogen chloride

HRID 2097088
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인쇄 미리보기

반응식

HRID 2097088 반응식
[O:1]1[CH2:6][CH2:5][NH:4][C:3]2[N:7]=[CH:8][C:9](/[CH:11]=[CH:12]/[C:13]([N:15]([CH3:27])[CH2:16][C:17]3[O:18][C:19]4[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=4[C:21]=3[CH3:22])=[O:14])=[CH:10][C:2]1=2.[ClH:28]>C(Cl)Cl.C(OCC)C>[ClH:28].[O:1]1[CH2:6][CH2:5][NH:4][C:3]2[N:7]=[CH:8][C:9](/[CH:11]=[CH:12]/[C:13]([N:15]([CH3:27])[CH2:16][C:17]3[O:18][C:19]4[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=4[C:21]=3[CH3:22])=[O:14])=[CH:10][C:2]1=2
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 16660142(E)-3-(3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-N-methyl-N-(3-methylbenzofuran-2-ylmethyl)acrylamide

생성물 1

HCID 16660141(E)-3-(3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-N-methyl-N-(3-methylbenzofuran-2-ylmethyl)acrylamide hydrogen chloride수율 71%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 6344
Dichloromethane
용매

실험 절차

A stirring solution of (E)-3-(3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-N-methyl-N-(3-methylbenzofuran-2-ylmethyl)acrylamide (0.121 g, 0.332 mmol) in CH2Cl2 (4 mL) under N2 was treated with anhydrous HCl (0.16 mL of a 2 M solution in diethyl ether, 0.33 mmol). After stirring for 72 h, the resulting solids were collected by filtration, washed with Et2O (50 mL) and dried to yield the title compound (0.094 g, 71%) as an off-white solid and as a mixture of amide rotamers: 1H NMR (300 MHz, DMSO-d6) δ 8.74 (br s, 1H), 7.97-7.93 (m, 2H), 7.57-7.55 (m, 1H), 7.49-7.77 (m, 2H), 7.30-7.13 (m, 3H), 4.99-4.77 (m, 2H), 4.25 (br s, 2H), 3.57 (m, 2H), 3.16-2.91 (m, 3H), 2.25 (s, 3H); MS (ESI) m/e 364 (M+H)+.

후처리

  1. filtrationthe resulting solids were collected by filtration
  2. washwashed with Et2O (50 mL)
  3. customdried

출처 및 근거

ORD 기록
ord-9ad18b3642d143a0965c606a5b6fef06
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450307B2

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