5-Methoxyanthranilic acid → HCID 178499683, compound

HRID 1520343Notes

Reaction equation

HRID 1520343 reaction equation
NC1C=CC(OC)=CC=1C(O)=O.[OH:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([CH:24]=[CH:25][C:26]([O:28][CH3:29])=[O:27])[CH:22]=2)[N:17]=[C:16]([C:30]2[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[N:15]=1>>[OH:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([CH2:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])[CH:22]=2)[N:17]=[C:16]([C:30]2[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[N:15]=1

Participants

3

Reactant 2

HCID 2779305-Methoxyanthranilic acidHCID 178499682HCID 178499682, compound

Product 1

HCID 178499683HCID 178499683, compound

Procedure

Methyl 3-(4-hydroxy-2-(pyridin-3-yl)quinazolin-6-yl)propanoate was prepared in a manner analogous to that described for 2-amino-5-methoxybenzoic acid in Method K, replacing 5-methoxy-2-nitrobenzoic acid with methyl 3-(4-hydroxy-2-(pyridin-3-yl)quinazolin-6-yl)acrylate to afford 1.40 g of xxvii-a in quantitative yield as a yellow solid. LCMS m/z=310.0 (M+1) (Method B) (retention time=1.42 min).

Workup

  1. customto afford 1.40 g of xxvii-a in quantitative yield as a yellow solid

Sources & evidence

ORD record
ord-186e772793b94461abd3aaef9da37bd0
Source dataset
uspto-grants-2015_07
Patent number
US09073890B2

Reaction notes

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