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

HRID 251096Notes

Reaction equation

HRID 251096 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)(=O)[CH3:2].[C:10]([O:14][C:15](=[O:21])[NH:16][CH2:17][CH2:18][CH2:19][NH2:20])([CH3:13])([CH3:12])[CH3:11].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[C:10]([O:14][C:15](=[O:21])[NH:16][CH2:17][CH2:18][CH2:19][NH:20][CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)[CH3:2])([CH3:13])([CH3:11])[CH3:12]

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 2-acetyl-pyridine and (3-amino-propyl)-carbamic acid tert-butyl ester 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-1ba3d8c932974f34b7ae3fe12e5d4567
Source dataset
uspto-grants-2011_01
Patent number
US07863293B2

Reaction notes

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