Diazomethane → HCID 21034945, compound

HRID 1833251Notes

Reaction equation

HRID 1833251 reaction equation
[CH:1]([O:5][C:6]1[CH:7]=[C:8]([CH:28]=[CH:29][CH:30]=1)[CH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[C:13]([CH2:24][C:25]([OH:27])=[O:26])=[CH:12][N:11]=1)([CH2:3][CH3:4])[CH3:2].[N+](=[CH2:33])=[N-]>ClCCl.C(OCC)C>[CH3:33][O:26][C:25](=[O:27])[CH2:24][C:13]1[C:14]2[C:19](=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH3:23])[CH:15]=2)[C:10]([CH2:9][C:8]2[CH:28]=[CH:29][CH:30]=[C:6]([O:5][CH:1]([CH2:3][CH3:4])[CH3:2])[CH:7]=2)=[N:11][CH:12]=1

Participants

5

Reactant 2

HCID 9550DiazomethaneHCID 22048391HCID 22048391, compound

Product 1

HCID 21034945HCID 21034945, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of [1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-yl]-acetic acid (200 mg, 0.49 mmol) in dichloromethane (4 Ml) was added 0.2N diazomethane in diethyl ether solution (6 mL). The reaction mixture was stirred at room temperature for 15 hrs. The solvent was evaporated to afford of [1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-yl]-acetic acid methyl ester (200 mg, 96% yield) as a light yellow oil. The crude product was used without further purification.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-3b50b2fa50b54f2a9c2d0596aa4061a5
Source dataset
uspto-grants-2006_06
Patent number
US07067529B2

Reaction notes

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