3-Methylpyridine-2-carboxaldehyde → {4-[Bis-(3-methyl-pyridin-2-ylmethyl)-amino]-butyl}-methyl-carbamic acid tert-butyl ester

HRID 251019

반응식

HRID 251019 반응식
[C:1]([O:5][C:6](=[O:14])[N:7]([CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])[CH3:8])([CH3:4])([CH3:3])[CH3:2].[CH3:15][C:16]1[C:17]([CH:22]=O)=[N:18][CH:19]=[CH:20][CH:21]=1.[BH-](O[C:34]([CH3:36])=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:14])[N:7]([CH2:9][CH2:10][CH2:11][CH2:12][N:13]([CH2:20][C:19]1[C:34]([CH3:36])=[CH:15][CH:16]=[CH:17][N:18]=1)[CH2:22][C:17]1[C:16]([CH3:15])=[CH:21][CH:20]=[CH:19][N:18]=1)[CH3:8])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 15018743-Methylpyridine-2-carboxaldehydeHCID 2756377N-(4-Aminobutyl)-N-methyl carbamic acid tert-butyl esterHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 67271788{4-[Bis-(3-methyl-pyridin-2-ylmethyl)-amino]-butyl}-methyl-carbamic acid tert-butyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Using General Procedure B: Reaction of (4-amino-butyl)-methyl-carbamic acid tert-butyl ester, 3-methyl-pyridine-2-carbaldehyde and NaBH(OAc)3 in CH2Cl2 gave {4-[bis-(3-methyl-pyridin-2-ylmethyl)-amino]-butyl}-methyl-carbamic acid tert-butyl ester as yellow solid. 1H NMR (CDCl3) δ 1.23-1.33 (m, 2H), 1.39-1.42 (m, 11H), 2.14 (s, 6H), 2.52 (t, 2H, J=7.0 Hz), 2.72 (s, 3H), 3.00-3.06 (m, 2H), 3.73 (s, 4H), 7.09 (dd, 2H, J=7.5, 4.9 Hz), 7.39 (d, 2H, J=7.4 Hz), 8.36 (d, 2H, J=4.1 Hz).

출처 및 근거

ORD 기록
ord-df9b52c55519443b99c8b89de90ab1d3
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863293B2

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