반응 #164608

반응 방정식

N—((S)-6-bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methyl-5-cyclopropylmethoxypyridine-2-carboxamide

tributylvinyltin

triphenylphosphine

diisopropylethylamine

→

N-methyl-N—((S)-6-vinyl-1,2,3,4-tetrahydronaphthalen-2-yl)-5-cyclopropylmethoxypyridine-2-carboxamide

용매

DMF

반응 조건

후처리

1. 1
   기타The cooled reaction mixture
2. 2
   기타was partitioned between ethyl acetate and sodium carbonate solution
3. 3
   건조The organic phase was dried over sodium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated
6. 6
   기타The residue was purified by chromatography on silica gel
7. 7
   기타The product was thus obtained with the molecular weight of 362.48 (C23H26N2O2)

실험 절차

A mixture of N—((S)-6-bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methyl-5-cyclopropylmethoxypyridine-2-carboxamide (1.50 g), tributylvinyltin (1.37 g), palladium(II) acetate (16 mg), triphenylphosphine (76 mg), diisopropylethylamine (8.5 ml) and DMF (20 ml) was heated to 100° C. for 12 hours. The cooled reaction mixture was partitioned between ethyl acetate and sodium carbonate solution. The organic phase was dried over sodium sulfate, filtered and concentrated. The residue was purified by chromatography on silica gel. The product was thus obtained with the molecular weight of 362.48 (C23H26N2O2); MS (ESI): 363 (M+H+).

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