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

HRID 1711856노트

반응식

HRID 1711856 반응식
[ClH:1].CCOCC.[CH3:7][N:8]([CH2:26][C:27]1[CH:36]=[CH:35][C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:28]=1[CH2:37][CH2:38][CH3:39])[C:9](=[O:25])/[CH:10]=[CH:11]/[C:12]1[CH:24]=[N:23][C:15]2[NH:16][C:17](=[O:22])[CH2:18][N:19]([CH3:21])[CH2:20][C:14]=2[CH:13]=1>C(Cl)Cl>[ClH:1].[CH3:7][N:8]([CH2:26][C:27]1[CH:36]=[CH:35][C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:28]=1[CH2:37][CH2:38][CH3:39])[C:9](=[O:25])/[CH:10]=[CH:11]/[C:12]1[CH:24]=[N:23][C:15]2[NH:16][C:17](=[O:22])[CH2:18][N:19]([CH3:21])[CH2:20][C:14]=2[CH:13]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 9956756(E)-N-Methyl-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)-N-(1-propyl-naphthalen-2-ylmethyl)acrylamide

생성물 1

HCID 9956755(E)-N-Methyl-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)-N-(1-propyl-naphthalen-2-ylmethyl)acrylamide hydrochloride수율 73%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 2 M solution of hydrogen chloride in Et2O (0.25 ml, 0.518 mmol) was added to (E)-N-methyl-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)-N-(1-propyl-naphthalen-2-ylmethyl)acrylamide (0.229 g, 0.518 mmol) in CH2Cl2 (5 mL) via syringe. The solution was allowed to stir for 18 h during time which a precipitate fell out of the solution. The product was collected by filtration and was washed with Et2O (100 mL). The product was dried to give the title compound (0.182 g, 73%) as an orange solid and as a mixture of amide rotamers: 1H NMR (300 MHz, DMSO-d6) δ 12.00 (br s, 1H), 11.22 (s, 1H), 8.86-8.82 (m, 1H), 8.38-8.32 (m, 1H), 7.94-7.87 (m, 4H), 7.74-7.29 (m, 5H), 6.06-5.64 (m, 1H), 4.40-4.30 (m, 2H), 3.94-3.91 (br s, 2H), 2.93-2.57 (m, 6H), 2.10-2.05 (m, 2H), 1.37-1.32 (m, 2H), 1.02-0.97 (m, 3H); MS (ESI) m/e 443 (M+H)+.

후처리

  1. filtrationThe product was collected by filtration
  2. washwas washed with Et2O (100 mL)
  3. customThe product was dried

출처 및 근거

ORD 기록
ord-af9b1a434b334e9c9fe1adee02a03b06
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790709B2

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