Potassium Carbonate → 3-((6-Amino-9H-purin-9-yl)methyl)-4-(2-fluorophenyl)-1H-isochromen-1-one

HRID 634434Notes

Reaction equation

HRID 634434 reaction equation
Br[CH2:2][C:3]1[O:4][C:5](=[O:20])[C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[F:19])=[CH:10][CH:9]=[CH:8][CH:7]=2.[N:21]1[C:29]([NH2:30])=[C:28]2[C:24]([NH:25][CH:26]=[N:27]2)=[N:23][CH:22]=1.C([O-])([O-])=O.[K+].[K+]>>[NH2:30][C:29]1[N:21]=[CH:22][N:23]=[C:24]2[C:28]=1[N:27]=[CH:26][N:25]2[CH2:2][C:3]1[O:4][C:5](=[O:20])[C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[F:19])=[CH:10][CH:9]=[CH:8][CH:7]=2

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 1181312733-(Bromomethyl)-4-(2-fluorophenyl)-1H-isochromen-1-one2×HCID 178508693HCID 178508693, compound

Product 1

HCID 1181311023-((6-Amino-9H-purin-9-yl)methyl)-4-(2-fluorophenyl)-1H-isochromen-1-oneYield 64.5%

Procedure

The title compound was made in a similar way as that of the compound of example 1, using 3-(bromomethyl)-4-(2-fluorophenyl)-1H-isochromen-1-one (intermediate C2, 60 mg, 0.180 mmol), 9H-purin-6-amine (48.7 mg, 0.360 mmol) and K2CO3 (49.8 mg, 0.360 mmol) to give the title compound (45 mg, 64.5%).

Sources & evidence

ORD record
ord-2a0c497027ae424baf8f1781719a3f9b
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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