Isopropylamine → HCID 21403331, compound

HRID 1288249Notes

Reaction equation

HRID 1288249 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:16]([O:17][CH2:18][CH:19]3[O:21][CH2:20]3)[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:22])[CH:5]=[CH:6][CH:7]=1.[CH:23]([NH2:26])([CH3:25])[CH3:24]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:16]([O:17][CH2:18][CH:19]([OH:21])[CH2:20][NH:26][CH:23]([CH3:25])[CH3:24])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:22])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 21403324HCID 21403324, compound

Product 1

HCID 21403331HCID 21403331, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-(3-chlorophenyl)-3-(2,3-epoxypropoxy)-isoindolin-1-one (12 g.) and isopropyl-amine (120 cc.) in anhydrous toluene (200 cc.) is heated under reflux for 5 days. The reaction mixture is then evaporated to dryness under reduced pressure and the residue obtained is recrystallised from ethyl acetate (65 cc.). After drying, 2-(3-chlorophenyl)-3-(2-hydroxy-3-isopropylamino-propoxy)-isoindolin-1-one (11.6 g.), melting at 128° C., is obtained.

Workup

  1. temperatureunder reflux for 5 days
  2. customThe reaction mixture is then evaporated to dryness under reduced pressure
  3. customthe residue obtained
  4. customis recrystallised from ethyl acetate (65 cc.)
  5. customAfter drying

Sources & evidence

ORD record
ord-fc0e1ed4ac774e3f83f4e43c8031bfe8
Source dataset
uspto-grants-1976_10
Patent number
US03987174

Reaction notes

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