2-methyl-1H-indol-5-ol → 4-Fluoro-2-(1-oxo-1,2,3,4-tetrahydro-isoquinolin-5-yloxy)-benzoic acid methyl ester

HRID 573115Notes

Reaction equation

HRID 573115 reaction equation
F[C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7]C)=[O:5].[OH:14][C:15]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:16]=1[CH2:17][CH2:18][NH:19][C:20]2=[O:25].CC1NC2C(C=1)=CC(O)=CC=2>>[CH3:7][O:6][C:4](=[O:5])[C:3]1[CH:9]=[CH:10][C:11]([F:13])=[CH:12][C:2]=1[O:14][C:15]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:16]=1[CH2:17][CH2:18][NH:19][C:20]2=[O:25]

Participants

4

Reactant 3

HCID 833362-methyl-1H-indol-5-olHCID 2737170Benzoic acid, 2,4-difluoro-, ethyl esterHCID 132366635-Hydroxy-1,2,3,4-tetrahydroisoquinolin-1-one

Product 1

HCID 672281414-Fluoro-2-(1-oxo-1,2,3,4-tetrahydro-isoquinolin-5-yloxy)-benzoic acid methyl ester

Procedure

The title compound was prepared by substituting methyl 2,4-difluorobenzoate for ethyl 2,4-difluorobenzoate and 5-hydroxy-3,4-dihydro-2H-isoquinolin-1-one for 2-methyl-5-indolol in EXAMPLE 3A, except here the heating was at 130° C.

Workup

  1. customwas at 130° C.

Sources & evidence

ORD record
ord-a2ea0bf6bd6340d0a06f9d4c28b3b664
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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