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

HRID 634435Notes

Reaction equation

HRID 634435 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:15]=[C:16]([CH3:20])[CH:17]=[CH:18][CH:19]=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:15]=[C:16]([CH3:20])[CH:17]=[CH:18][CH:19]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:3]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 1181310323-(1-Bromoethyl)-4-m-tolyl-1H-isochromen-1-one2×HCID 178508693HCID 178508693, compound

Product 1

HCID 1181312343-(1-(6-Amino-9H-purin-9-yl)ethyl)-4-m-tolyl-1H-isochromen-1-oneYield 54.7%

Procedure

The title compound was made in a similar way as that of the compound of example 1, using 3-(1-bromoethyl)-4-m-tolyl-1H-isochromen-1-one (intermediate C5, 80 mg, 0.23 mmol), 9H-purin-6-amine (63 mg, 0.46 mmol) and K2CO3 (64.4 mg, 0.46 mmol) to give the title compound (50 mg, 54%).

Sources & evidence

ORD record
ord-8c081339483641afb15dc5c187cd7a47
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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