1H-Pyrrolo[2,3-b]pyridine, 4-chloro-2-(1,1-diMethylethyl)-5-Methyl- synthesis
- Product Name:1H-Pyrrolo[2,3-b]pyridine, 4-chloro-2-(1,1-diMethylethyl)-5-Methyl-
- CAS Number:1187448-81-2
- Molecular formula:C12H15ClN2
- Molecular Weight:222.71
![1H-Pyrrolo[2,3-b]pyridine, 2-(1,1-dimethylethyl)-5-methyl-, 7-oxide](/CAS/20210305/GIF/1187448-78-7.gif)
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Yield:-
Reaction Conditions:
Stage #1: 2-(1,1-dimethylethyl)-5-methyl-1H-pyrrolo[2,3-b]pyridine 7-oxidewith methanesulfonyl chloride in N,N-dimethyl-formamide at 50; for 1.25 h;
Stage #2: with sodium hydroxide in water;N,N-dimethyl-formamide;
Steps:
3
Description 3 (D3); 4-chloro-2-(1 ,1 -dimethylethyl)-5-methyl-1W-pyrrolo[2,3-b]pyridine; 2-(1 ,1-Dimethylethyl)-5-methyl-1 H-pyrrolo[2,3-5]py?dine 7-oxide (D2) (3.8g) was suspended in DMF(20ml) and heated to 5O0C. The mixture was treated dropwise with methane sulphonyl chloride (7ml) over 15 minutes. The reaction was heated at 500C for an hour.The reaction was poured into water (150ml) and neutralised with 10M-NaOH. The yellow precipitate was collected and dried in a flow of air. 3.35g (4:1 mixture of product and 2-(1 ,1-dimethylethyl)-5-methyl-1 H-pyrrolo[2,3-6]pyridine)LCMS (method B): MH+ 223 seen at retention time: 1.33 minutes.
References:
WO2009/112473,2009,A1 Location in patent:Page/Page column 62
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![2-(tert-butyl)-5-methyl-1H-pyrrolo[2,3-b]pyridine](/CAS/20180703/GIF/1187448-74-3.gif)
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