Acetic Anhydride → HCID 69558102, compound

HRID 1833181Notes

Reaction equation

HRID 1833181 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][C:10]([O:21][CH3:22])=[C:11]([O:16][CH2:17][CH2:18][CH2:19][OH:20])[CH:12]=2)[CH:7]1[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH2:31][CH3:32])[CH:25]=1)=[O:5])[CH3:2].[C:33](OC(=O)C)(=[O:35])[CH3:34]>N1C=CC=CC=1>[CH2:1]([O:3][C:4]([N:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][C:10]([O:21][CH3:22])=[C:11]([O:16][CH2:17][CH2:18][CH2:19][O:20][C:33](=[O:35])[CH3:34])[CH:12]=2)[CH:7]1[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH2:31][CH3:32])[CH:25]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 69558865HCID 69558865, compound

Product 1

HCID 69558102HCID 69558102, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of 6-(3-hydroxy-propoxy)-7-methoxy-1-(3-ethoxy-benzyl)-1H-isoquinoline-2-carboxylic acid ethyl ester (160 mg, 0.59 mmol) in pyridine (4.2 mL) was added acetic anhydride (2.1 mL). The reaction mixture was stirred at room temperature for 15 hrs. The mixture was concentrated in vacuo to afford 6-(3-acetoxy-propoxy)-7-methoxy-1-(3-ethoxy-benzyl)-1H-isoquinoline-2-carboxylic acid ethyl ester (285 mg, 99% yield). The crude product was used without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-f8b564581f87462ab742eece950ca6d1
Source dataset
uspto-grants-2006_06
Patent number
US07067529B2

Reaction notes

Loading…