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Lithium Hydroxide → 4-(5-Cyclopropylmethoxy-1,3-benzodioxol-4-yl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid

HRID 2093868
ノート
印刷プレビュー

反応式

HRID 2093868 の反応式
C([O:3][C:4]([C:6]1[C:10]2[N:11]=[CH:12][N:13]=[C:14]([C:15]3[C:23]4[O:22][CH2:21][O:20][C:19]=4[CH:18]=[CH:17][C:16]=3[O:24][CH2:25][CH:26]3[CH2:28][CH2:27]3)[C:9]=2[NH:8][CH:7]=1)=[O:5])C.[Li+].[OH-]>O1CCOCC1.O>[CH:26]1([CH2:25][O:24][C:16]2[CH:17]=[CH:18][C:19]3[O:20][CH2:21][O:22][C:23]=3[C:15]=2[C:14]2[C:9]3[NH:8][CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:10]=3[N:11]=[CH:12][N:13]=2)[CH2:27][CH2:28]1
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

5

反応物 2

HCID 3939Lithium HydroxideHCID 668669824-(5-Cyclopropylmethoxy-1,3-benzodioxol-4-yl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid ethyl ester

生成物 1

HCID 668660154-(5-Cyclopropylmethoxy-1,3-benzodioxol-4-yl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid収率 93.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane
溶媒

反応条件

温度
100 °C

実験手順

4-(5-Cyclopropylmethoxy-1,3-benzodioxol-4-yl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid ethyl ester (9.53 g; 25.0 mmol) from example A48 is suspended in dioxane (170 mL) and water (100 mL). After addition of LiOH (2.99 g; 125.0 mmol) the reaction mixture is stirred at 100° C. over night. The resulting solution is evaporated to dryness. The residue is dissolved in hot (60-90° C.) water (250 mL) and pH is adjusted to 2-3 by addition of 2M citric acid while still hot. After cooling to ambient temperature the precipitated product is collected by suction filtration, washed with water, ethanol and dried in high vacuo at 50° C. to yield 8.22 g of the title compound as pale yellow solid.

後処理

  1. customThe resulting solution is evaporated to dryness
  2. dissolutionThe residue is dissolved in hot (60-90° C.) water (250 mL) and pH
  3. additionis adjusted to 2-3 by addition of 2M citric acid while still hot
  4. temperatureAfter cooling to ambient temperature the precipitated product
  5. filtrationis collected by suction filtration
  6. washwashed with water, ethanol
  7. customdried in high vacuo at 50° C.

出典と根拠

ORDレコード
ord-2d2bbfde5aea4cc09927c64ad55ff3b0
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08445501B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート