3-Methylpyridine-2-carboxaldehyde → {4-[(3-Methyl-pyridin-2-ylmethyl)-(1-pyrazin-2-yl-ethyl)-amino]-butyl}-carbamic acid tert-butyl ester

HRID 251016

반응식

HRID 251016 반응식
[C:1]([O:5][C:6](=[O:21])[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][NH:12][CH:13]([C:15]1[CH:20]=[N:19][CH:18]=[CH:17][N:16]=1)[CH3:14])([CH3:4])([CH3:3])[CH3:2].[CH3:22][C:23]1[C:24]([CH:29]=O)=[N:25][CH:26]=[CH:27][CH:28]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:21])[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:29][C:24]1[C:23]([CH3:22])=[CH:28][CH:27]=[CH:26][N:25]=1)[CH:13]([C:15]1[CH:20]=[N:19][CH:18]=[CH:17][N:16]=1)[CH3:14])([CH3:2])([CH3:3])[CH3:4]

참가 물질

5

반응물 3

HCID 15018743-Methylpyridine-2-carboxaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 67272616[4-(1-Pyrazin-2-yl-ethylamino)-butyl]-carbamic acid tert-butyl ester

생성물 1

HCID 67272405{4-[(3-Methyl-pyridin-2-ylmethyl)-(1-pyrazin-2-yl-ethyl)-amino]-butyl}-carbamic acid tert-butyl ester수율 63%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Using General Procedure B: Reaction of [4-(1-pyrazin-2-yl-ethylamino)-butyl]-carbamic acid tert-butyl ester and 3-methyl-pyridine-2-carbaldehyde in CH2Cl2 with NaBH(OAc)3 gave {4-[(3-methyl-pyridin-2-ylmethyl)-(1-pyrazin-2-yl-ethyl)-amino]-butyl}-carbamic acid tert-butyl ester (229 m, 63%) as an oil. 1H NMR (CDCl3) δ 1.26-1.39 (m, 6H), 1.43 (s, 9H), 1.50 (d, 1H, J=7.0 Hz), 2.30 (s, 3H), 2.90-2.96 (m, 2H), 4.05 (s, 2H), 4.08 (d, 1H, J=7.0 Hz) 7.10 (dd, 1H, J=7.5, 4.8 Hz), 7.41 (d, 1H, J=7.5 Hz), 8.37 (dd, 1H, J=5.1, 1.2 Hz), 8.39 (s, 1H), 8.48-8.50 (m, 1H), 8.63 (d, 1H, J=1.5 Hz).

출처 및 근거

ORD 기록
ord-7ef848e795cc4a06824628fe7c738d06
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863293B2

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