3-(1-Bromoethyl)-4-phenyl-1H-isochromen-1-one → 3-(1-(2,6-diamino-9H-purin-9-yl)ethyl)-4-phenyl-1H-isochromen-1-one

HRID 634481Notes

Reaction equation

HRID 634481 reaction equation
Br[CH:2]([C:4]1[O:5][C:6](=[O:20])[C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:3].[N:21]1[C:29]([NH2:30])=[C:28]2[C:24]([NH:25][CH:26]=[N:27]2)=[N:23][C:22]=1[NH2:31]>>[NH2:31][C:22]1[N:23]=[C:24]2[C:28]([N:27]=[CH:26][N:25]2[CH:2]([C:4]2[O:5][C:6](=[O:20])[C:7]3[C:12]([C:13]=2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH3:3])=[C:29]([NH2:30])[N:21]=1

Participants

3

Reactant 2

HCID 1181310753-(1-Bromoethyl)-4-phenyl-1H-isochromen-1-one2×HCID 178508690HCID 178508690, compound

Product 1

HCID 1181313533-(1-(2,6-diamino-9H-purin-9-yl)ethyl)-4-phenyl-1H-isochromen-1-oneYield 31.8%

Procedure

The title compound was made in a similar way as that of the compound of example 1 from 3-(1-bromoethyl)-4-phenyl-1H-isochromen-1-one (intermediate C7, 50 mg, 0.15 mmol) and 9H-purine-2,6-diamine (34 mg, 0.23 mmol) to give the title compound (19 mg, 31%).

Sources & evidence

ORD record
ord-c1975e17c9d0495d91147d25dcceba30
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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