2-(4-Oxopentyl)-1H-isoindole-1,3(2H)-dione → 2-[4-(1-Pyridin-2-yl-ethylamino)-pentyl]-isoindole-1,3-dione

HRID 1592528

Reaction equation

HRID 1592528 reaction equation
O=[C:2]([CH3:17])[CH2:3][CH2:4][CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:16].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].[N:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[CH:38]([NH2:40])[CH3:39]>C(Cl)Cl>[N:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[CH:38]([NH:40][CH:2]([CH3:17])[CH2:3][CH2:4][CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:16])[CH3:39]

Participants

5

Reactant 3

HCID 2362702-(4-Oxopentyl)-1H-isoindole-1,3(2H)-dioneHCID 5418771-(Pyridin-2-yl)ethan-1-amineHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 672723002-[4-(1-Pyridin-2-yl-ethylamino)-pentyl]-isoindole-1,3-dione

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using General Procedure B: Reaction of 2-(4-oxo-pentyl)-isoindole-1,3-dione (Abdel-Monem, MM et al. J. Med. Chem. 1974, 17, 447-451) in CH2Cl2 and 1-pyridin-2-yl-ethylamine with NaBH(OAc)3 gave 2-[4-(1-pyridin-2-yl-ethylamino)-pentyl]-isoindole-1,3-dione as a colorless oil.

Sources & evidence

ORD record
ord-fbef4395ff2a4655b45a69b2aaa24091
Source dataset
uspto-grants-2007_11
Patent number
US07291631B2

Linked notes

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