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 1362344ノート

反応式

HRID 1362344 の反応式
[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]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 16660146HCID 16660146、化合物

生成物 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 hydrochloride収率 45%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-6fc5c81430ec4c1290c9a40e9fe9de93
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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