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 1711856ノート

反応式

HRID 1711856 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-af9b1a434b334e9c9fe1adee02a03b06
出典データセット
uspto-grants-2010_09
特許番号
US07790709B2

反応ノート

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