HRID1592476

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID5049666

Sodium triacetoxyborohydride

C6H10BNaO6

结构：Cc1cc(Cl)cnc1CNCCCCN(C)C(=O)OC(C)(C)C

HCID58996945

未命名化合物

HCID86594765

未命名化合物

PRODUCTS

生成物

结构：Cc1cc(Cl)cnc1CN(CCCCN(C)C(=O)OC(C)(C)C)Cc1ncccc1C(C)(C)c1ccc(F)cc1

HCID67272474

未命名化合物

PROCEDURE

实验过程

Using General Procedure B: Reaction of {4-[(5-chloro-3-methyl-pyridin-2-ylmethyl)-amino]-butyl}-methyl-carbamic acid tert-butyl ester, 3-[1-(4-fluoro-phenyl)-1-methyl-ethyl]-pyridine-2-carbaldehyde and NaBH(OAc)3 gave [4-((5-chloro-3-methyl-pyridin-2-ylmethyl)-{3-[1-(4-fluoro-phenyl)-1-methyl-ethyl]-pyridin-2-ylmethyl}-amino]-butyl]-methyl-carbamic acid tert-butyl ester as a light brown solid. Deprotection with TFA using General Procedure F gave N-(5-Chloro-3-methyl-pyridin-2-ylmethyl)-N-{3-[1-(4-fluoro-phenyl)-1-methyl-ethyl]-pyridin-2-ylmethyl}-N′-methyl-butane-1,4-diamine (326 mg, excess) which was used immediately in the next reaction.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ea8f78c140a34e5ab78db5e656674008
来源数据集: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07291631B2
来源说明: uspto-grants-2007_11

反应 SMILES

[C:1]([O:5][C:6](=[O:23])[N:7]([CH2:9][CH2:10][CH2:11][CH2:12][NH:13][CH2:14][C:15]1[C:20]([CH3:21])=[CH:19][C:18]([Cl:22])=[CH:17][N:16]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[F:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]([C:34]2[C:35]([CH:40]=O)=[N:36][CH:37]=[CH:38][CH:39]=2)([CH3:33])[CH3:32])=[CH:27][CH:26]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[C:1]([O:5][C:6](=[O:23])[N:7]([CH2:9][CH2:10][CH2:11][CH2:12][N:13]([CH2:14][C:15]1[C:20]([CH3:21])=[CH:19][C:18]([Cl:22])=[CH:17][N:16]=1)[CH2:40][C:35]1[C:34]([C:31]([C:28]2[CH:27]=[CH:26][C:25]([F:24])=[CH:30][CH:29]=2)([CH3:33])[CH3:32])=[CH:39][CH:38]=[CH:37][N:36]=1)[CH3:8])([CH3:4])([CH3:2])[CH3:3]