Pyrrolidine → 1-Furan-2-ylmethyl-6-methoxy-4-pyrrolidin-1-yl-phthalazine

HRID 2297495Notes

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[C:5]([CH2:14][C:15]2[O:16][CH:17]=[CH:18][CH:19]=2)=[N:4][N:3]=1.[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>CN(C=O)C.C(OCC)(=O)C>[O:16]1[CH:17]=[CH:18][CH:19]=[C:15]1[CH2:14][C:5]1[C:6]2[C:11](=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=2)[C:2]([N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)=[N:3][N:4]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A solution of 4-chloro-1-furan-2-ylmethyl-6-methoxy-phthalazine (500 mg, 1.82 mmoles), prepared as described in example 127, in DMF (10 ml) was added under stirring with pyrrolidine (0.91 ml, 10.92 mmoles), and heated at 60° C. overnight. The mixture was diluted with ethyl acetate, washed three times with water, anhydrified over Na2SO4 and dried. The residue was crystallised from ethyl ether/petrolatum 1:1 (10 ml) to give 420 mg of the title compound (yield: 75%). m.p.: 148-149° C.

Workup

additionwas added
washwashed three times with water
customdried
customThe residue was crystallised from ethyl ether/petrolatum 1:1 (10 ml)

Sources & evidence

ORD record: ord-f618efad76fd495b996263db1bdfae31
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06492360B1

Reaction notes

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