Hydrochloride methanol → 4-Chloro-7-(1H-indol-2-yl)isoindolinone

HRID 21010

Reaction equation

HRID 21010 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]2[N:12](C(OC(C)(C)C)=O)[C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:27].Cl.CO>CO>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:27]

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 684875944-Chloro-7-(1-(tert-butoxycarbonyl)indol-2-yl)isoindolinone

Product 1

HCID 119981204-Chloro-7-(1H-indol-2-yl)isoindolinoneYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a similar manner to Step 3 of Example 1, 4-chloro-7-(1-(tert-butoxycarbonyl)indol-2-yl)isoindolinone (39.3 mg, 0.103 mmol) was dissolved in methanol (3.9 mL), and the solution was treated with 10% hydrogen chloride-methanol solution (3.9 mL), followed by purification by preparative thin-layer chromatography (chloroform/acetone=12/1) to obtain Compound 16 (24 mg, yield 83%).

Workup

  1. customfollowed by purification by preparative thin-layer chromatography (chloroform/acetone=12/1)

Sources & evidence

ORD record
ord-9b10dc33d0c54454ab18f041a0257c0f
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Linked notes

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