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

HRID 403136노트

반응식

HRID 403136 반응식
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

참가 물질

4

반응물 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

생성물 1

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

실험 절차

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).

후처리

  1. customPurification

출처 및 근거

ORD 기록
ord-d9cf9df00359487aa480bd06a3e84918
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08747810B2

반응 노트

불러오는 중…