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N-(2-tert-butoxybenzyl)-3-(4-phenylpiperidin-1-yl)-N-(pyridin-2-ylmethyl)propan-1-amine → 2-(((3-(4-Phenylpiperidin-1-yl)propyl)(pyridin-2-ylmethyl)amino)methyl)phenol

HRID 403129
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인쇄 미리보기

반응식

HRID 403129 반응식
C([O:5][C:6]1[CH:35]=[CH:34][CH:33]=[CH:32][C:7]=1[CH2:8][N:9]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=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][CH:20]=2)[CH2:15][CH2:14]1)(C)(C)C>CCOC(C)=O.Cl>[C:19]1([CH:16]2[CH2:15][CH2:14][N:13]([CH2:12][CH2:11][CH2:10][N:9]([CH2:8][C:7]3[CH:32]=[CH:33][CH:34]=[CH:35][C:6]=3[OH:5])[CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=3)[CH2:18][CH2:17]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 70896369N-(2-tert-butoxybenzyl)-3-(4-phenylpiperidin-1-yl)-N-(pyridin-2-ylmethyl)propan-1-amine

생성물 1

HCID 498500962-(((3-(4-Phenylpiperidin-1-yl)propyl)(pyridin-2-ylmethyl)amino)methyl)phenol수율 92%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 8857Ethyl Acetate용매

실험 절차

Compound 20 (0.15 g, 0.31 mmol) was dissolved in 25 mL EtOAc saturated with HCl and stirred for 3 hr. The solvent was evaporated to dryness. The residue was purified on a silica gel TLC plate that was developed in 8% methanolic NH3 (7 M NH3 in methanol/92% CH2Cl2. The product was obtained as white solid (92%). 1H NMR (CDCl3) δ 8.589 (dd, 1H, Ar), 7.675 (ddd, 1H, Ar), 7.332 (d, 1H, Ar), 7.289 (ddd, 3H, Ar), 7.189 (m, 5H, Ar), 7.009 (dd, 1H, Ar), 6.854 (dd, 1H, Ar), 6.780 (ddd, 1H, Ar), 3.843 (s, 2H, —CH2—), 3.798, (s, 2H, —CH2—), 2.974 (d, 2H, —CH2—), 2.633 (t, 2H, —CH2—), 2.458 (m, 1H, —CH—), 2.333 (m, 2H, —CH2—), 2.000 (m, 2H, —CH2—), 1.782 (m (br), 6H). Mass Spec.=416.27 (M+H)+.

후처리

  1. customThe solvent was evaporated to dryness
  2. customThe residue was purified on a silica gel TLC plate that

출처 및 근거

ORD 기록
ord-5253f0e77a924818a0b7397643b10914
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08747810B2

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