Triethylamine → 1-(6-Butoxy-2-naphthoyl)-4(3,4,5-trimethoxybenzyl)piperazine hydrochloride

HRID 1638781

反応式

HRID 1638781 の反応式
[CH2:1]([O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([C:16]([OH:18])=O)[CH:10]=[CH:9]2)[CH2:2][CH2:3][CH3:4].[ClH:19].Cl.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:33]=[C:34]([O:38][CH3:39])[C:35]=1[O:36][CH3:37])[CH2:26][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1.C(N(CC)CC)C.P(C#N)(=O)(OCC)OCC>CN(C)C=O>[ClH:19].[CH2:1]([O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([C:16]([N:30]1[CH2:29][CH2:28][N:27]([CH2:26][C:25]3[CH:33]=[C:34]([O:38][CH3:39])[C:35]([O:36][CH3:37])=[C:23]([O:22][CH3:21])[CH:24]=3)[CH2:32][CH2:31]1)=[O:18])[CH:10]=[CH:9]2)[CH2:2][CH2:3][CH3:4]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 11021128HCID 11021128、化合物HCID 128285011-[(3,4,5-Trimethoxyphenyl)methyl]piperazine;dihydrochloride

生成物 1

HCID 198412331-(6-Butoxy-2-naphthoyl)-4(3,4,5-trimethoxybenzyl)piperazine hydrochloride収率 64.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Using 6-butoxy-2-naphthoic acid (0.5 g), 1-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (0.7 g), triethylamine (0.85 g), N,N-dimethylformamide (20 ml) and diethyl phosphorocyanidate (0.5 ml), an amidation as that described in Example 6 is carried out. The reaction mixture is purified by silica gel column chromatography (hexane:acetone=3:2). The product is converted to the hydrochloride in a mixture of ethyl acetate and ethyl ether to afford 1-(6-butoxy-2-naphthoyl)-4(3,4,5-trimethoxybenzyl)piperazine hydrochloride (0.7 g) as colorless prisms, m.p. 185°-190° C. (decomp.).

後処理

  1. customThe reaction mixture is purified by silica gel column chromatography (hexane:acetone=3:2)
  2. additionThe product is converted to the hydrochloride in a mixture of ethyl acetate and ethyl ether

出典と根拠

ORDレコード
ord-a2793f4ea9214926a39c785ce4d47e05
出典データセット
uspto-grants-1989_11
特許番号
US04880809

関連ノート

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