7-Deazaadenine → 3-(1-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)ethyl)-4-phenyl-1H-isochromen-1-one

HRID 634480Notes

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

Participants

Reactant 2

HCID 53596207-Deazaadenine

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

Product 1

HCID 1181311073-(1-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)ethyl)-4-phenyl-1H-isochromen-1-oneYield 28%

Procedure

The title compound was made in a similar way as that of the compound of example 1 using 3-(1-bromoethyl)-4-phenyl-1H-isochromen-1-one (intermediate C7, 50 mg, 0.15 mmol), 7H-pyrrolo[2,3-d]pyrimidin-4-amine (30.6 mg, 0.23 mmol) to give the title compound (16 mg, 28%).

Sources & evidence

ORD record: ord-c3038c22a481451f8ce8bef2ba4f7784
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09321776B2

Reaction notes

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