[6-(1-Hydroxy-1-methylethyl)imidazo[1,2-a]pyridin-2-yl](phenyl)methanone hydrobromide → [6-(1-Hydroxy-1-methylethyl)imidazo[1,2-a]pyridin-2-yl] (phenyl)methanone

HRID 600625ノート

反応式

HRID 600625 の反応式
Br.[OH:2][C:3]([C:6]1[CH:7]=[CH:8][C:9]2[N:10]([CH:12]=[C:13]([C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:16])[N:14]=2)[CH:11]=1)([CH3:5])[CH3:4]>ClCCl.C(=O)(O)[O-].[Na+]>[OH:2][C:3]([C:6]1[CH:7]=[CH:8][C:9]2[N:10]([CH:12]=[C:13]([C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:16])[N:14]=2)[CH:11]=1)([CH3:5])[CH3:4]

参加物

4

反応物 1

HCID 24768846[6-(1-Hydroxy-1-methylethyl)imidazo[1,2-a]pyridin-2-yl](phenyl)methanone hydrobromide

生成物 1

HCID 24768847[6-(1-Hydroxy-1-methylethyl)imidazo[1,2-a]pyridin-2-yl] (phenyl)methanone収率 81.6%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

300 mg of [6-(1-hydroxy-1-methylethyl)imidazo[1,2-a]pyridin-2-yl](phenyl)methanone hydrobromide (1:1) are taken up in a mixture of 100 mL of dichloromethane and 30 mL of saturated sodium bicarbonate solution. The organic phase is separated out by settling, dried and concentrated to dryness to give 190 mg of [6-(1-hydroxy-1-methylethyl)imidazo[1,2-a]pyridin-2-yl] (phenyl)methanone, which is dissolved in 5 mL of xylene and refluxed for 2 hours, after addition of 6.5 mg of para-toluenesulfonic acid. After 16 hours at 20° C. and evaporation of the solvent, the residue is chromatographed on a cartridge of 6 g of silica, eluting with a 95/5 mixture of dichloromethane and methanol. The fractions containing the expected product are evaporated to dryness and the residue is triturated in ethyl ether to give 60 mg of (6-isopropenylimidazo[1,2-a]pyridin-2-yl)(phenyl)methanone in the form of a pale yellow solid.

後処理

  1. customThe organic phase is separated out
  2. customdried
  3. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-424ffdb6e32b48b3a3649b1a694d2b2e
出典データセット
uspto-grants-2011_03
特許番号
US07902219B2

反応ノート

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