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Hydrochloric Acid → (S)-2-[2-cyclopropyl-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]propionic acid

HRID 1944375
ノート
印刷プレビュー

反応式

HRID 1944375 の反応式
C[O:2][C:3](=[O:34])[C@@H:4]([O:6][C:7]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]2[C:8]=1[C:9]([CH3:33])=[C:10]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]3[CH:32]=[CH:31][CH:30]=[N:29]3)=[CH:24][CH:23]=1)[C:11]([CH:18]1[CH2:20][CH2:19]1)=[N:12]2)[CH3:5].[OH-].[Li+].Cl>O1CCCC1.O>[CH:18]1([C:11]2[C:10]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([N:28]4[CH:32]=[CH:31][CH:30]=[N:29]4)=[CH:26][CH:27]=3)=[C:9]([CH3:33])[C:8]3[C:13](=[C:14]([F:17])[CH:15]=[CH:16][C:7]=3[O:6][C@@H:4]([CH3:5])[C:3]([OH:34])=[O:2])[N:12]=2)[CH2:20][CH2:19]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67457321(S)-2-[2-cyclopropyl-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]propionic acid methyl ester

生成物 1

HCID 25097871(S)-2-[2-cyclopropyl-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]propionic acid収率 71.9%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
2 回
HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of (S)-2-[2-cyclopropyl-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]propionic acid methyl ester (0.033 g) in tetrahydrofuran (0.18 mL) and water (0.18 mL) was treated with lithium hydroxide (0.018 g), and the resulting mixture was stirred at room temperature for 4 hours. The mixture was cooled to 0° C., diluted with water (10 mL) and acidified by the addition of 1.0M aqueous hydrochloric acid. The mixture was extracted with ethyl acetate and the combined extracts were dried over magnesium sulfate and concentrated under reduced pressure to afford title compound as a yellow solid (0.023 g).

後処理

  1. temperatureThe mixture was cooled to 0° C.
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialthe combined extracts were dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-2bc012f094ac414a8f7b0d1254fbc079
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08394830B2

反応ノート

読み込み中…

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