Water → Methanesulfonic acid 6-(4-methoxymethoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-ylmethyl ester

HRID 2279126ノート

反応式

HRID 2279126 の反応式
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[C:15]3[N:17]([CH:21]4[CH2:26][CH2:25][CH2:24][CH2:23][O:22]4)[N:18]=[C:19]([CH3:20])[C:14]3=[C:13]([CH2:27][OH:28])[CH:12]=2)=[CH:7][CH:6]=1.C(N(CC)CC)C.[CH3:36][S:37](Cl)(=[O:39])=[O:38].O>ClCCl>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[C:15]3[N:17]([CH:21]4[CH2:26][CH2:25][CH2:24][CH2:23][O:22]4)[N:18]=[C:19]([CH3:20])[C:14]3=[C:13]([CH2:27][O:28][S:37]([CH3:36])(=[O:39])=[O:38])[CH:12]=2)=[CH:7][CH:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 90013757[6-(4-Methoxymethoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanol

生成物 1

HCID 90014099Methanesulfonic acid 6-(4-methoxymethoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-ylmethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 120 mg [6-(4-methoxymethoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanol and 44 mg of triethylamine in 4 ml of dry dichloromethane was cooled to 0° C. and 47 mg of methanesulfonyl chloride were added. The reaction was brought to room temperature, dichloromethane and water were added and the phasese were separated. The aqueous phase was extracted with dichloromethane. The combined organic phases were dried over sodium sulphate, filtrated and concentrated. 170 mg (quant.) of the crude product were obtained as a yellow solid, which was used without further purification.

後処理

  1. customwas brought to room temperature
  2. customthe phasese were separated
  3. extractionThe aqueous phase was extracted with dichloromethane
  4. dry with materialThe combined organic phases were dried over sodium sulphate
  5. filtrationfiltrated
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-cf6f0425730e4963a3b0eb8dddf42f35
出典データセット
uspto-grants-2015_09
特許番号
US09133181B2

反応ノート

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