Potassium Carbonate → HCID 178519205, compound

HRID 634440Notes

Reaction equation

HRID 634440 reaction equation
[N:1]1[C:9]([S:10][CH2:11][C:12]2[O:13][C:14](=[O:28])[C:15]3[C:20]([C:21]=2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:8]2[C:4]([NH:5][CH:6]=[N:7]2)=[N:3][CH:2]=1.BrCC1OC(=O)C2C(C=1C1C=CC=CC=1[F:47])=CC=CC=2.O.N1C(S)=C2C(NC=N2)=NC=1.C([O-])([O-])=O.[K+].[K+]>>[N:1]1[C:9]([S:10][CH2:11][C:12]2[O:13][C:14](=[O:28])[C:15]3[C:20]([C:21]=2[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=2[F:47])=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:8]2[C:4]([NH:5][CH:6]=[N:7]2)=[N:3][CH:2]=1

Participants

5

Reactant 4

HCID 11430Potassium CarbonateHCID 1181312733-(Bromomethyl)-4-(2-fluorophenyl)-1H-isochromen-1-one2×HCID 178519204HCID 178519204, compoundHCID 178527205HCID 178527205, compound

Product 1

HCID 178519205HCID 178519205, compoundYield 73.5%

Procedure

The title compound was made in a similar way as that of the compound of example 10, 3-(bromomethyl)-4-(2-fluorophenyl)-1H-isochromen-1-one (intermediate C2, 37 mg, 0.111 mmol), 9H-purine-6-thiol hydrate (18.90 mg, 0.111 mmol) and K2CO3 (15.35 mg, 0.111 mmol) to give the title compound (33 mg, 73.5%).

Sources & evidence

ORD record
ord-8710b71ecd4b4c4ca5b6b6a678cadf03
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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