2-Acetylpyridine → [3-(1-Pyridin-2-yl-ethylamino)-propyl]-carbamic acid tert-butyl ester

HRID 250996Notes

Reaction equation

HRID 250996 reaction equation
[C:1]([O:5][C:6](=[O:12])[NH:7][CH2:8][CH2:9][CH2:10][NH2:11])([CH3:4])([CH3:3])[CH3:2].[C:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)(=O)[CH3:14].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:12])[NH:7][CH2:8][CH2:9][CH2:10][NH:11][CH:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[CH3:14])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 142862-AcetylpyridineHCID 2735700tert-Butyl (3-aminopropyl)carbamateHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 67272175[3-(1-Pyridin-2-yl-ethylamino)-propyl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using General Procedure B: Reaction of (3-Amino-propyl)-carbamic acid tert-butyl ester and 2-acetylpyridine with NaBH(OAc)3 in CH2Cl2 gave [3-(1-pyridin-2-yl-ethylamino)-propyl]-carbamic acid tert-butyl ester as a colorless oil.

Sources & evidence

ORD record
ord-a50241c581ea4a41a3fe18c85d918e0a
Source dataset
uspto-grants-2011_01
Patent number
US07863293B2

Reaction notes

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