Ammonia → 2-(((2-Aminoethyl)(3-(4-benzylpiperidin-1-yl)propyl)amino)methyl)phenol

HRID 403134ノート

反応式

HRID 403134 の反応式
[CH2:1]([CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][N:17]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[O:35]C(C)(C)C)[CH2:18][CH2:19][NH:20]C(=O)OC(C)(C)C)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N>CO>[NH2:20][CH2:19][CH2:18][N:17]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[OH:35])[CH2:16][CH2:15][CH2:14][N:11]1[CH2:10][CH2:9][CH:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:13][CH2:12]1

参加物

4

反応物 2

HCID 222Ammonia2 回HCID 70896359Tert-butyl 2-((3-(4-benzylpiperidin-1-yl)propyl)(2-tert-butoxybenzyl)amino)ethylcarbamate

生成物 1

HCID 498501482-(((2-Aminoethyl)(3-(4-benzylpiperidin-1-yl)propyl)amino)methyl)phenol収率 60%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The same procedure as described for compound L24a was applied to compound 26 (0.7 g, 1.3 mmol) Purification was carried out on a silica gel TLC plate that was developed in with a 6% methanolic NH3 (7 M NH3 in methanol/94% CH2Cl2. The product was isolated as pale yellow oil (60%). 1H NMR (CDCl3) δ 7.257 (t, 2H, Ar), 7.163 (m, 2H, Ar), 7.118 (d, 2H, Ar), 6.952 (d, 1H, Ar), 6.801 (d, 1H, Ar), 6.757 (t, 1H, Ar), 3.724 (s, 2H, —CH2—), 2.867 (q, 4H, —CH2—CH—), 2.553 (m, 4H, —CH2—CH2—), 2.511 (d, 2H, —CH2—), 2.278 (t, 2H, —CH2—), 1.837 (ddd, 2H, —CH2—), 1.725 (p, 2H, —CH2—), 1.608 (d, 2H, —CH2—), 1.500 (m, 1H, —CH—), 1.275 (m, 2H, —CH2—). Mass Spec.=382.29 (M+H)+.

出典と根拠

ORDレコード
ord-6aa25590264449dca6db770a4eecf32b
出典データセット
uspto-grants-2014_06
特許番号
US08747810B2

反応ノート

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