Potassium Carbonate → Tert-butyl 2-((3-(4-(2-methoxyphenyl)piperidin-1-yl)propyl)(pyridin-2-ylmethyl)amino)acetate

HRID 403136ノート

反応式

HRID 403136 の反応式
C(OC1C=CC=CC=1[CH2:8][N:9]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=1)[CH2:10][CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25][CH3:26])[CH2:15][CH2:14]1)(C)(C)C.COC1[CH2:45][CH:44]([C:46]2C=CC=CC=2)[CH2:43]CN1.[C:52]([O-:55])([O-])=[O:53].[K+].[K+]>>[CH3:26][O:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH:16]1[CH2:15][CH2:14][N:13]([CH2:12][CH2:11][CH2:10][N:9]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[CH2:8][C:52]([O:55][C:44]([CH3:46])([CH3:45])[CH3:43])=[O:53])[CH2:18][CH2:17]1

参加物

4

反応物 3

HCID 11430Potassium CarbonateHCID 671282442-Methoxy-4-phenylpiperidineHCID 67128412N-(2-tert-butoxybenzyl)-3-(4-(2-methoxyphenyl)piperidin-1-yl)-N-(pyridin-2-ylmethyl)propan-1-amine

生成物 1

HCID 70896320Tert-butyl 2-((3-(4-(2-methoxyphenyl)piperidin-1-yl)propyl)(pyridin-2-ylmethyl)amino)acetate収率 66%

実験手順

Using procedures similar to that used for compound 21, [×6] was synthesized with 2-methoxy-4-phenylpiperidin (0.36 g, 1.90 mmol), compound [X5] (0.38 g, 1.27 mmol), KI (0.63 g, 3.8 mmol) and K2CO3 (0.876 g, 6.35 mmol). Purification was carried out on a silica gel preparative plate that was developed in with a 1% methanolic NH3 (7 M NH3 in methanol/99% CH2Cl2. The product was isolated as pale yellow oil (66%). 1H NMR (CDCl3) δ 8.521 (dd, 1H, Ar), 7.643 (ddd, 1H, Ar), 7.528 (d, 1H, Ar), 7.193-7.126 (m, 3H, Ar), 6.910 (t, 1H, Ar), 6.860 (d, 1H, Ar), 3.921 (s, 2H, —CH2—), 3.906 (s, 3H, —OCH3), 3.309 (s, 2H, —CH2—), 3.039 (s(br), 2H, —CH2—), 2.943 (m, 1H, —CH—), 2.696 (t, 2H, —CH2—), 2.416 (s(br), 2H, —CH2—), 2.088 (s(br), 2H, —CH2—), 1.775 (m(br), 6H), 1.459 (s, 9H, —C(CH3)3).

後処理

  1. customPurification

出典と根拠

ORDレコード
ord-d9cf9df00359487aa480bd06a3e84918
出典データセット
uspto-grants-2014_06
特許番号
US08747810B2

反応ノート

読み込み中…