Trifluoroacetic anhydride → p-Toluenesulfonic acid

HRID 2202833ノート

反応式

HRID 2202833 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:15]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH3:6])[CH2:3][CH2:2]1.FC(F)(F)C(OC(=O)C(F)(F)F)=[O:29]>C1COCC1>[C:21]1([CH3:24])[CH:20]=[CH:19][C:18]([S:15]([OH:16])(=[O:17])=[O:29])=[CH:23][CH:22]=1.[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

5

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 2

HCID 6101p-Toluenesulfonic acidHCID 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-methylbenzene sulfonamide (30.5 g) in THF (300 ml) was added trifluoroacetic anhydride (18.3 ml) dropwise. After 3 h, the resulting precipitate was collected by filtration, and washed with ether to give p-toluenesulfonic acid salt of the title compound as a white solid. The solid obtained was dissolved in a mixture of 1 M NaOH, EtOAc and THF. Then the organic layer was washed with brine, dried over MgSO4 and concentrated. The resulting solid was triturated with IPE, and collected to give the title compound (17.7 g) as a pale yellow solid.

後処理

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

出典と根拠

ORDレコード
ord-938062ca7cf144798bd98ab7d67b0abb
出典データセット
uspto-grants-2016_06
特許番号
US09365540B2

反応ノート

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