Potassium Carbonate → 3-(1-(6-Amino-9H-purin-9-yl)ethyl)-4-(3-fluorophenyl)-1H-isochromen-1-one

HRID 634436Notes

Reaction equation

HRID 634436 reaction equation
Br[CH:2]([C:4]1[O:5][C:6](=[O:21])[C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:3].[N:22]1[C:30]([NH2:31])=[C:29]2[C:25]([NH:26][CH:27]=[N:28]2)=[N:24][CH:23]=1.C([O-])([O-])=O.[K+].[K+]>>[NH2:31][C:30]1[N:22]=[CH:23][N:24]=[C:25]2[C:29]=1[N:28]=[CH:27][N:26]2[CH:2]([C:4]1[O:5][C:6](=[O:21])[C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:3]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 1181310803-(1-Bromoethyl)-4-(3-fluorophenyl)-1H-isochromen-1-one2×HCID 178508693HCID 178508693, compound

Product 1

HCID 1181312073-(1-(6-Amino-9H-purin-9-yl)ethyl)-4-(3-fluorophenyl)-1H-isochromen-1-oneYield 37.1%

Procedure

The title compound was made in a similar way as that of the compound of example 1, using 3-(1-bromoethyl)-4-(3-fluorophenyl)-1H-isochromen-1-one (intermediate C6, 70 mg, 0.202 mmol), 9H-purin-6-amine (54.5 mg, 0.403 mmol) and K2CO3 (55.7 mg, 0.403 mmol) to give the title compound (30 mg, 37.1%).

Sources & evidence

ORD record
ord-a3453c7a55a94358b7c47c65ed386934
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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