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Sodium Methoxide → (7S)-7-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-2-azaspiro[4.5]decan-3-one

HRID 75013
ノート
印刷プレビュー

反応式

HRID 75013 の反応式
ClC1N=C(N[C@H]2CCCC3(CNC(=O)C3)C2)C(F)=CN=1.[Cl:21][C:22]1[CH:23]=[C:24]2[C:30]([C:31]3[N:36]=[C:35]([NH:37][C@H:38]4[CH2:48][CH2:47][CH2:46][C:40]5([CH2:44][NH:43][C:42](=[O:45])[CH2:41]5)[CH2:39]4)[C:34]([F:49])=[CH:33][N:32]=3)=[CH:29][N:28](S(C3C=CC(C)=CC=3)(=O)=O)[C:25]2=[N:26][CH:27]=1.C[O-].[Na+]>CO>[Cl:21][C:22]1[CH:23]=[C:24]2[C:30]([C:31]3[N:36]=[C:35]([NH:37][C@H:38]4[CH2:48][CH2:47][CH2:46][C:40]5([CH2:44][NH:43][C:42](=[O:45])[CH2:41]5)[CH2:39]4)[C:34]([F:49])=[CH:33][N:32]=3)=[CH:29][NH:28][C:25]2=[N:26][CH:27]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10942334Sodium MethoxideHCID 68007747(7S)-7-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-2-azaspiro[4.5]decan-3-oneHCID 86667444(7S)-7-(2-chloro-5-fluoropyrimidin-4-ylamino)-2-azaspiro[4.5]decan-3-one

生成物 1

HCID 68007993(7S)-7-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-2-azaspiro[4.5]decan-3-one収率 75.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of (7S)-7-(2-chloro-5-fluoropyrimidin-4-ylamino)-2-azaspiro[4.5]decan-3-one, 62d, (0.091 g, 0.159 mmol) in MeOH (2 mL) was added NaOMe (2 mL of 25% w/v, 9.255 mmol). The reaction was stirred for 0.5 hours then concentrated in vacuo. The material was purified by reverse phase HPLC (Water/HCl:MeOH) to give a mixture of diastereomers. The fractions containing pure product were combined and concentrated to give 50 mg of the HCl salt of 969.

後処理

  1. concentrationthen concentrated in vacuo
  2. customThe material was purified by reverse phase HPLC (Water/HCl:MeOH)
  3. customto give
  4. additiona mixture of diastereomers
  5. additionThe fractions containing pure product
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-7ddc895212514a20b58ca2c7f11609ad
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08829007B2

反応ノート

読み込み中…

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