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Hydrochloric Acid → 2-(6-Methyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indol-8-yl)-5-((6-(trifluoromethyl)pyridin-3-yl)methoxy)pyridazin-3(2H)-one hydrochloride

HRID 474956
ノート
印刷プレビュー

反応式

HRID 474956 の反応式
[ClH:1].[CH3:2][N:3]1[C:11]2[CH:10]=[C:9]([N:12]3[C:17](=[O:18])[CH:16]=[C:15]([O:19][CH2:20][C:21]4[CH:22]=[N:23][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:26]=4)[CH:14]=[N:13]3)[CH:8]=[CH:7][C:6]=2[C:5]2[CH2:31][N:32](C(OC(C)(C)C)=O)[CH2:33][CH2:34][CH2:35][C:4]1=2>CO>[ClH:1].[CH3:2][N:3]1[C:11]2[CH:10]=[C:9]([N:12]3[C:17](=[O:18])[CH:16]=[C:15]([O:19][CH2:20][C:21]4[CH:22]=[N:23][C:24]([C:27]([F:29])([F:30])[F:28])=[CH:25][CH:26]=4)[CH:14]=[N:13]3)[CH:8]=[CH:7][C:6]=2[C:5]2[CH2:31][NH:32][CH2:33][CH2:34][CH2:35][C:4]1=2
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 66873698tert-butyl 6-methyl-8-(6-oxo-4-((6-(trifluoromethyl)pyridin-3-yl)methoxy)pyridazin-1(6H)-yl)-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

生成物 1

HCID 668731582-(6-Methyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indol-8-yl)-5-((6-(trifluoromethyl)pyridin-3-yl)methoxy)pyridazin-3(2H)-one hydrochloride収率 61%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1.25 M HCl in MeOH (4.0 mL) was added to tert-butyl 6-methyl-8-(6-oxo-4-((6-(trifluoromethyl)pyridin-3-yl)methoxy)pyridazin-1(6H)-yl)-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate (43 mg, 0.075 mmol), and the resulting solution was stirred under N2 at ambient temperature for 18 h. The solution was concentrated under reduced pressure, and the resulting residue was diluted with MeOH (1.0 mL) and Et2O (10 mL). The resulting solids were collected by filtration to provide the title compound (23 mg, 61%) as an off-white solid: 1H NMR (500 MHz, DMSO-d6) δ 8.91 (d, J=1.5 Hz, 1H), 8.87 (s, 2H), 8.22 (dd, J=8.5, 1.5 Hz, 1H), 8.02-8.00 (m, 2H), 7.64 (d, J=8.5 Hz, 1H), 7.57 (d, J=1.5 Hz, 1H), 7.13 (dd, J=8.5, 2.0 Hz, 1H), 6.56 (d, J=3.0 Hz, 1H), 5.41 (s, 2H), 4.44 (s, 2H), 3.72 (s, 3H), 3.47-3.43 (m, 2H), 3.10 (t, J=5.5 Hz, 2H), 2.08-2.04 (m, 2H); ESI MS m/z 470 [M+H]+; HPLC (Method A)>99% (AUC), tR=14.1 min.

後処理

  1. concentrationThe solution was concentrated under reduced pressure
  2. additionthe resulting residue was diluted with MeOH (1.0 mL) and Et2O (10 mL)
  3. filtrationThe resulting solids were collected by filtration

出典と根拠

ORDレコード
ord-b853059c44c5416d9e2680dd78f28cf7
出典データセット
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08637501B2

反応ノート

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