Phthalimide → 2,4-Dichloro-6-cyclopropylbenzylamine
Reaction equation
Br[C:2]1[CH:19]=[C:18]([Cl:20])[CH:17]=[C:16]([Cl:21])[C:3]=1[CH2:4][N:5]1C(=O)C2C(=CC=CC=2)C1=O.Br[C:23]1C=C(Cl)C=C(Cl)[C:24]=1[CH2:31]Br.C1(=O)NC(=O)C2=CC=CC=C12.C([O-])([O-])=O.[K+].[K+].C([O-])(O)=O.[Na+]>CC#N>[Cl:21][C:16]1[CH:17]=[C:18]([Cl:20])[CH:19]=[C:2]([CH:31]2[CH2:24][CH2:23]2)[C:3]=1[CH2:4][NH2:5]Participants
7
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A.2.1.1. Synthesis of 2-(2-bromo-4,6-dichlorobenzyl)isoindoline-1,3-dione To a soln. of 1-bromo-2-(bromomethyl)-3,5-dichlorobenzene (1.98 mmol) [J. Med. Chem. 1992, 35, 4221-4229] in 10 mL CH3CN were added phthalimide (1.98 mmol) and K2CO3 (5.93 mmol). The reaction mixture was stirred at 50° C. for 6 h and then at RT overnight. Sat. aq. NaHCO3 soln. was added and the mixture was extracted 3 times with DCM. The comb. org. phases were dried over MgSO4 and conc. in vacuo to obtain the desired product as beige solid.
Workup
- customat RT
- customovernight
- additionwas added
- extractionthe mixture was extracted 3 times with DCM
- dry with materialphases were dried over MgSO4 and conc. in vacuo
Sources & evidence
- ORD record
- ord-06abd1d3cc514fb7863c48332c491002
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09388197B2
Reaction notes
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