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Lithium Hydroxide → {[2-(6-Butoxy-pyridin-3-yl)-7-hydroxy-thiazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid

HRID 642397
ノート
印刷プレビュー

反応式

HRID 642397 の反応式
C[O:2][C:3](=[O:29])[CH2:4][NH:5][C:6]([C:8]1[N:13]=[CH:12][C:11]2[N:14]=[C:15]([C:17]3[CH:18]=[N:19][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH3:27])=[CH:21][CH:22]=3)[S:16][C:10]=2[C:9]=1[OH:28])=[O:7].[OH-].[Li+]>CO>[CH2:24]([O:23][C:20]1[N:19]=[CH:18][C:17]([C:15]2[S:16][C:10]3[C:9]([OH:28])=[C:8]([C:6]([NH:5][CH2:4][C:3]([OH:29])=[O:2])=[O:7])[N:13]=[CH:12][C:11]=3[N:14]=2)=[CH:22][CH:21]=1)[CH2:25][CH2:26][CH3:27]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 68428062{[2-(6-Butoxy-pyridin-3-yl)-7-hydroxy-thiazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid methyl ester

生成物 1

HCID 24757608{[2-(6-Butoxy-pyridin-3-yl)-7-hydroxy-thiazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid収率 62.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of {[2-(6-butoxy-pyridin-3-yl)-7-hydroxy-thiazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid methyl ester (10.6 mg, 0.026 mmol) in methanol (1 mL) was added lithium hydroxide aqueous solution (1N, 0.51 mL) at ambient temperature. The reaction mixture was stirred at 50° C. for 1.5 h. After the solvent was evaporated off, 10 mL of water was added. The aqueous solution was adjusted to pH 2-3 by addition of 1N hydrochloric acid, and extracted twice with ethyl acetate. The combined organic layers were dried, filtered, and concentrated to afford 6.5 mg of a white solid. MS: (+) m/z 403.3 (M+1).

後処理

  1. customAfter the solvent was evaporated off
  2. addition10 mL of water was added
  3. additionThe aqueous solution was adjusted to pH 2-3 by addition of 1N hydrochloric acid
  4. extractionextracted twice with ethyl acetate
  5. customThe combined organic layers were dried
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-2a5d97710b68464d872fb1f490e5b8f8
出典データセット
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07696223B2

反応ノート

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