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

HRID 634433Notes

Reaction equation

HRID 634433 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]=[C:15]([F:19])[CH:14]=1)=[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]=[C:15]([F:19])[CH:14]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 1181312373-(Bromomethyl)-4-(3-fluorophenyl)-1H-isochromen-1-one2×HCID 178508693HCID 178508693, compound

Product 1

HCID 1181315083-((6-Amino-9H-purin-9-yl)methyl)-4-(3-fluorophenyl)-1H-isochromen-1-oneYield 62.6%

Procedure

The title compound was made in a similar way as that of the compound of example 1, using 3-(bromomethyl)-4-(3-fluorophenyl)-1H-isochromen-1-one (intermediate C4, 50 mg, 0.150 mmol), commercially available 9H-purin-6-amine (40.6 mg, 0.300 mmol) and K2CO3 (41.5 mg, 0.300 mmol) to give the title compound (36.4 mg, 62.6%) as a colourless solid.

Sources & evidence

ORD record
ord-1a760c1d3b8c43c182af87f479a46ef0
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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