[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 600625노트

반응식

HRID 600625 반응식
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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 516892Sodium Bicarbonate용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-424ffdb6e32b48b3a3649b1a694d2b2e
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902219B2

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