Water → (S)-N-(1-{4-[3-(2-Morpholin-4-yl-pyrimidin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

HRID 40528

反応式

HRID 40528 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:3]=1.[OH:14][CH:15]1[CH2:18][N:17]([C:19]2[CH:24]=[CH:23][C:22]([C@@H:25]([NH:27][C:28](=[O:30])[CH3:29])[CH3:26])=[CH:21][CH:20]=2)[CH2:16]1.[H-].[Na+].O>CN(C=O)C>[N:8]1([C:4]2[N:3]=[C:2]([O:14][CH:15]3[CH2:16][N:17]([C:19]4[CH:20]=[CH:21][C:22]([C@@H:25]([NH:27][C:28](=[O:30])[CH3:29])[CH3:26])=[CH:23][CH:24]=4)[CH2:18]3)[CH:7]=[CH:6][N:5]=2)[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 8246434-(4-Chloropyrimidin-2-yl)morpholineHCID 86689005(S)-N-{1-[4-(3-Hydroxy-azetidin-1-yl)-phenyl]ethyl}-acetamide

生成物 1

HCID 86689029(S)-N-(1-{4-[3-(2-Morpholin-4-yl-pyrimidin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To 30 mg (0.15 mmol) 4-(4-chloro-pyrimidin-2-yl)-morpholine in DMF (1.0 mL) is added 30 mg (0.13 mmol) (S)—N-{1-[4-(3-hydroxy-azetidin-1-yl)-phenyl]-ethyl}-acetamide (V.1) in DMF (1.0 mL). 20 mg (0.45 mmol, 55% in mineral oil) NaH is added and the mixture is stirred for 12 h at room temperature. Water is added, 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. concentrationthe mixture is concentrated in vacuo
  2. customthe residue is purified by HPLC (XBridge, acetronitrile/H2O (+0.1% NH4OH))

出典と根拠

ORDレコード
ord-2cb6b7a8d71d4622a531371718e86c94
出典データセット
uspto-grants-2013_09
特許番号
US08530461B2

関連ノート

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