反応 #43611

反応方程式

methyl 2-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]-2-propenoate

cis-phenylmethyl[3-fluoro-4-piperidinyl]carbamate

( c )

8-Bromo-2,3-dihydro-1,4-benzodioxin-6-carbaldehyde

( d )

Furo[2,3-c]pyridin-5-ylmethanol

→

Racemic methyl 2-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]-3-[(cis)-3-fluoro-4-({[(phenylmethyl)oxy]carbonyl}amino)-1-piperidinyl]propanoate

収率 100.0%

溶媒

DMF

反応条件

後処理

1. 1
   温度cooled
2. 2
   その他evaporated
3. 3
   洗浄Chromatography, eluting with 1% methanol/dichloromethane
4. 4
   その他gave the product in 100% yield

実験手順

A solution of methyl 2-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]-2-propenoate (953 mg, 3.63 mmol), cis-phenylmethyl[3-fluoro-4-piperidinyl]carbamate Enantiomer 2 (for a synthesis see WO2004058144, prepared by analogy to Examples 142(b), (c) and (d) from the Enantiomer 2 of Example 142(a)) (1.1 g, 4.35 mmol) and 1,1,3,3-tetramethylguanidine (6 drops) in DMF (3.5 ml) was heated at 80° C. under argon for 3 hours, cooled and evaporated. Chromatography, eluting with 1% methanol/dichloromethane, gave the product in 100% yield.

出典