Triphenylphosphine → (S)-N-(1-{4-[3-(6-Methoxy-pyridin-2-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

HRID 40529

反応式

HRID 40529 の反応式
[CH3:1][O:2][C:3]1[N:8]=[C:7](O)[CH:6]=[CH:5][CH:4]=1.[OH:10][CH:11]1[CH2:14][N:13]([C:15]2[CH:20]=[CH:19][C:18]([C@@H:21]([NH:23][C:24](=[O:26])[CH3:25])[CH3:22])=[CH:17][CH:16]=2)[CH2:12]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>C1COCC1>[CH3:1][O:2][C:3]1[N:8]=[C:7]([O:10][CH:11]2[CH2:12][N:13]([C:15]3[CH:16]=[CH:17][C:18]([C@@H:21]([NH:23][C:24](=[O:26])[CH3:25])[CH3:22])=[CH:19][CH:20]=3)[CH2:14]2)[CH:6]=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 11776Triphenylphosphine2 回HCID 97268Di-tert-butyl azodicarboxylate2 回HCID 86689005(S)-N-{1-[4-(3-Hydroxy-azetidin-1-yl)-phenyl]ethyl}-acetamideHCID 178491565HCID 178491565、化合物

生成物 1

HCID 86689030(S)-N-(1-{4-[3-(6-Methoxy-pyridin-2-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
60 °C

実験手順

To 13 mg (0.10 mmol) 6-methoxy-pyridin-2-ol in THF (1.0 mL) is added 23 mg (0.10 mmol) (S)—N-{1-[4-(3-hydroxy-azetidin-1-yl)-phenyl]-ethyl}-acetamide (V.1) in THF (1.0 mL). 29 mg (0.11 mmol) triphenylphosphine and 25 mg (0.11 mmol) di-tert-butyl azodicarboxylate are added and the mixture is stirred for 3 h at 60° C. Another portion of 29 mg (0.11 mmol) triphenylphosphine and 25 mg (0.11 mmol) di-tert-butyl azodicarboxylate are added and stirring is continued for 2 h at 60° C. The mixture is concentrated in vacuo and the residue is purified by HPLC (XBridge, acetronitrile/H2O (+0.1% NH4OH)) to yield the desired product.

後処理

  1. stirringstirring
  2. waitis continued for 2 h at 60° C
  3. concentrationThe mixture is concentrated in vacuo
  4. customthe residue is purified by HPLC (XBridge, acetronitrile/H2O (+0.1% NH4OH))

出典と根拠

ORDレコード
ord-ce8ea89526ca4ff2b99304cd8c6e6219
出典データセット
uspto-grants-2013_09
特許番号
US08530461B2

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