tert-butyl N-(4-aminobutyl)carbamate → [4-(1-Pyridin-2-ylethylamino)-butyl]-carbamic acid tert-butyl ester

HRID 251076Notes

Reaction equation

HRID 251076 reaction equation
[C:1]([O:5][C:6](=[O:13])[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])([CH3:4])([CH3:3])[CH3:2].[C:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)(=O)[CH3:15]>C(Cl)Cl.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>[C:1]([O:5][C:6](=[O:13])[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][NH:12][CH:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[CH3:15])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 4351tert-butyl N-(4-aminobutyl)carbamateHCID 142862-Acetylpyridine

Product 1

HCID 67272354[4-(1-Pyridin-2-ylethylamino)-butyl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 5049666Sodium triacetoxyborohydrideSolvent

Procedure

Using General Procedure B, (4-aminobutyl)-carbamic acid tert-butyl ester and 2-acetylpyridine in CH2Cl2 and NaBH(OAc)3 were reacted to obtain [4-(1-pyridin-2-ylethylamino)-butyl]-carbamic acid tert-butyl ester as a light brown oil.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-960e056838fd46e3b373f312a207c171
Source dataset
uspto-grants-2011_01
Patent number
US07863293B2

Reaction notes

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