Potassium Carbonate → HCID 71621141、化合物

HRID 1473888ノート

反応式

HRID 1473888 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5].Cl[CH2:13][C:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH:16]=[N:17][N:18]2[CH3:23].C([O-])([O-])=O.[K+].[K+]>CC#N>[CH3:11][O:10][C:7]1[CH:8]=[CH:9][C:2]([O:1][CH2:13][C:14]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:15]=2[CH:16]=[N:17][N:18]3[CH3:23])=[C:3]([CH:6]=1)[CH:4]=[O:5]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 956952-Hydroxy-5-methoxybenzaldehydeHCID 866907154-(chloromethyl)-1-methyl-1H-indazole

生成物 1

HCID 71621141HCID 71621141、化合物収率 81%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 2-hydroxy-5-methoxybenzaldehyde (170 mg, 1.12 mmol), 4-(chloromethyl)-1-methyl-1H-indazole (1.12 mmol), and K2CO3 (618 mg, 4.48 mmol) was reflux in CH3CN (20 mL) for 2 h. The mixture was filtered and the solid was washed with DCM. The filtrate was concentrated and purified on silica gel using a mixture of EtOAc and MeOH as eluent to give 5-methoxy-2-((1-methyl-1H-indazol-4-yl)methoxy)benzaldehyde (215 mg, 81% for three steps) as a white solid. 1H NMR (400 MHz; DMSO) δ=10.39 (s, 1H), 8.20 (d, 1H), 7.63 (d, 1H) 7.36-7.64 (m, 2H), 7.23-7.29 (m, 2H), 7.18 (d, 1H), 5.58 (s, 2H), 4.06 (s, 3H), 3.34 (s, 3H). LRMS (M+H+) m/z 297.1.

後処理

  1. filtrationThe mixture was filtered
  2. washthe solid was washed with DCM
  3. concentrationThe filtrate was concentrated
  4. custompurified on silica gel using
  5. additiona mixture of EtOAc and MeOH as eluent

出典と根拠

ORDレコード
ord-1149250aa3644a6e963713b7f1ff0bd4
出典データセット
uspto-grants-2015_04
特許番号
US09018210B2

反応ノート

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