Trifluoroacetic anhydride → 2-Cyclopropyl-6-iodo-3-methylimidazo[1,2-a]pyridine

HRID 60382ノート

反応式

HRID 60382 の反応式
[CH:1]1([C:4](=O)[CH:5]([N:7]2[CH:12]=[C:11]([I:13])[CH:10]=[CH:9][C:8]2=[N:14]S(C2C=CC(C)=CC=2)(=O)=O)[CH3:6])[CH2:3][CH2:2]1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C1COCC1>[CH:1]1([C:4]2[N:14]=[C:8]3[CH:9]=[CH:10][C:11]([I:13])=[CH:12][N:7]3[C:5]=2[CH3:6])[CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 9845Trifluoroacetic anhydrideHCID 131735781N-(1-(1-Cyclopropyl-1-oxopropan-2-yl)-5-iodopyridin-2(1H)-ylidene)-4-methylbenzenesulfonamide

生成物 1

HCID 896903982-Cyclopropyl-6-iodo-3-methylimidazo[1,2-a]pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of N-(1-(1-cyclopropyl-1-oxopropan-2-yl)-5-iodopyridin-2(1H)-ylidene)-4-methylbenzenesulfonamide (30.5 g) in THF (300 mL) was added trifluoroacetic anhydride (18.3 mL) dropwise, and the mixture was stirred for 3 hr. The resulting precipitate was collected by filtration, and washed with diethyl ether to give a salt of the title compound as a white solid. The obtained solid was dissolved in 1 N sodium hydroxide, and the solution was extracted with ethyl acetate/THF. Then the organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. The obtained solid was washed with diisopropyl ether to give the title compound (17.7 g) as a yellow solid.

後処理

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with diethyl ether

出典と根拠

ORDレコード
ord-6db0c35485e640179f32a44cfd03d72d
出典データセット
uspto-grants-2016_09
特許番号
US09440987B2

反応ノート

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