6-Methoxyisoquinoline-3-carboxylic acid → 3-Isoquinolinecarboxylic acid, 7-methoxy-

HRID 1910165Notes

Reaction equation

HRID 1910165 reaction equation
CO[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[N:8][C:7]([C:13]([OH:15])=[O:14])=[CH:6]2.[C:16](C1(C(O)=O)C2C(=CC=C(O)C=2)CCN1)(OC(C)(C)C)=[O:17]>>[CH3:16][O:17][C:12]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:13]([OH:15])=[O:14])[N:8]=[CH:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 573069496-Methoxyisoquinoline-3-carboxylic acidHCID 66940410Boc-7-hydroxy-tetrahydroisoquinoline carboxylic acid

Product 1

HCID 108220143-Isoquinolinecarboxylic acid, 7-methoxy-Yield 17%

Procedure

0.25 g (17% in 4 steps) 7-methoxy-isoquinoline-3-carboxylic acid was prepared according to procedure described for the synthesis of 6-methoxy-isoquinoline-3-carboxylic acid (in Example 294) starting from 2.0 g (6.8 mmol) of boc-7-hydroxy-tetrahydroisoquinoline carboxylic acid using 179 mg (0.824 mmol). LCMS: 204 (M+1)+.

Sources & evidence

ORD record
ord-f715c9a3a13e4cd68193a6af34ab6178
Source dataset
uspto-grants-2013_12
Patent number
US08598353B2

Reaction notes

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