Furan-2-boronic acid → 5-(2-Furyl)-pyrid-3-ylcarbamoyl-5-methoxy-6-trifluoromethylindoline

HRID 1977771Notes

Reaction equation

HRID 1977771 reaction equation
Br[C:2]1[CH:3]=[C:4]([NH:8][C:9]([N:11]2[C:19]3[C:14](=[CH:15][C:16]([O:24][CH3:25])=[C:17]([C:20]([F:23])([F:22])[F:21])[CH:18]=3)[CH2:13][CH2:12]2)=[O:10])[CH:5]=[N:6][CH:7]=1.[O:26]1[CH:30]=[CH:29][CH:28]=[C:27]1B(O)O>>[O:26]1[CH:30]=[CH:29][CH:28]=[C:27]1[C:16]1([O:24][CH3:25])[C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][C:19]2[N:11]([C:9](=[O:10])[NH:8][C:4]3[CH:5]=[N:6][CH:7]=[CH:2][CH:3]=3)[CH2:12][CH2:13][C:14]=2[CH2:15]1

Participants

3

Reactant 2

HCID 2734357Furan-2-boronic acidHCID 10573917HCID 10573917, compound

Product 1

HCID 867567105-(2-Furyl)-pyrid-3-ylcarbamoyl-5-methoxy-6-trifluoromethylindolineYield 80%

Procedure

This was prepared from 1-(5-bromopyrid-3-ylcarbamoyl)-5-methoxy-6-trifluoromethylindoline and 2-furylboronic acid by the same method as for Example 10, affording the title compound as a pale brown crystalline solid in 80% yield, m.p. 92-94° C.

Sources & evidence

ORD record
ord-c982e59af9ff4b1f8157f249ced19c6c
Source dataset
uspto-grants-2001_05
Patent number
US06235758B1

Reaction notes

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