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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251074Generated: October 26, 2026

N-(4-Aminobutyl)-N-methyl carbamic acid tert-butyl ester → [4-({3-[1-(4-Chloro-phenyl)-1-methyl-ethyl]-pyridin-2-ylmethyl}-amino)-butyl]-methyl-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/251074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(4-Aminobutyl)-N-methyl carbamic acid tert-butyl esterHCID 2756377—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant3-[1-(4-Chloro-phenyl)-1-methyl-ethyl]-pyridine-2-carbaldehydeHCID 86594768—
Product[4-({3-[1-(4-Chloro-phenyl)-1-methyl-ethyl]-pyridin-2-ylmethyl}-amino)-butyl]-methyl-carbamic acid tert-butyl esterHCID 67273435—

Reaction Steps

Using General Procedure B, (4-amino-butyl)-methyl-carbamic acid tert-butyl ester, 3-[1-(4-chloro-phenyl)-1-methyl-ethyl]-pyridine-2-carbaldehyde and NaBH(OAc)3 were reacted to give [4-({3-[1-(4-chloro-phenyl)-1-methyl-ethyl]-pyridin-2-ylmethyl}-amino)-butyl]-methyl-carbamic acid tert-butyl ester as a colorless oil. 1H NMR (CDCl3) δ 1.24-1.32 (m, 2H), 1.33-1.42 (m, 11H), 1.65 (s, 6H), 2.20-2.24 (m, 2H), 2.79 (s, 3H), 3.08-3.12 (m, 2H), 3.26 (s, 2H), 7.05-7.08 (m, 2H), 7.21-7.26 (m, 3H), 7.84-7.87 (m, 1H), 8.46-8.48 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863293B2
Source datasetuspto-grants-2011_01
ORD IDord-a61785063dfb44a5b887d33c68f9b094
Source noteuspto-grants-2011_01