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 1362159ノート

反応式

HRID 1362159 の反応式
[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

参加物

5

反応物 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

生成物 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 hydrochloride収率 73%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-c636a0b8ab524df5873438951f94bf78
出典データセット
uspto-grants-2011_02
特許番号
US07879872B2

反応ノート

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