Hydrochloric Acid → 1-{2-[(3R,4S)-4-({[5-chloro-6-(hydroxymethyl)-3-pyridinyl]methyl}amino)-3-hydroxy-1-piperidinyl]ethyl}-7-(methyloxy)-1,5-naphthyridin-2(1H)-one hydrochloride

HRID 1881739ノート

反応式

HRID 1881739 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][NH:11][C@H:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][N:20]3[C:29]4[C:24](=[N:25][CH:26]=[C:27]([O:30][CH3:31])[CH:28]=4)[CH:23]=[CH:22][C:21]3=[O:32])[CH2:14][C@H:13]2[OH:33])[CH:5]=[N:6][C:7]=1[CH2:8][OH:9].Cl>C(Cl)Cl>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][NH:11][C@H:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][N:20]3[C:29]4[C:24](=[N:25][CH:26]=[C:27]([O:30][CH3:31])[CH:28]=4)[CH:23]=[CH:22][C:21]3=[O:32])[CH2:14][C@H:13]2[OH:33])[CH:5]=[N:6][C:7]=1[CH2:8][OH:9]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 468464921-{2-[(3R,4S)-4-({[5-chloro-6-(hydroxymethyl)-3-pyridinyl]methyl}amino)-3-hydroxy-1-piperidinyl]ethyl}-7-(methyloxy)-1,5-naphthyridin-2(1H)-one

生成物 1

HCID 468464931-{2-[(3R,4S)-4-({[5-chloro-6-(hydroxymethyl)-3-pyridinyl]methyl}amino)-3-hydroxy-1-piperidinyl]ethyl}-7-(methyloxy)-1,5-naphthyridin-2(1H)-one hydrochloride収率 148.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1-{2-[(3R,4S)-4-({[5-chloro-6-(hydroxymethyl)-3-pyridinyl]methyl}amino)-3-hydroxy-1-piperidinyl]ethyl}-7-(methyloxy)-1,5-naphthyridin-2(1H)-one (Example 7 above: 179.8 mg, 0.379 mmol) in DCM (2.5 ml) at 0° C. was added HCl (1M in diethyl ether) (0.417 ml, 0.417 mmol). The reaction mixture was stirred at rt for 30 min, the solvent was evaporated under vacuum and the crude was dispersed in hexane/DCM. The precipitated solid was isolated by filtration under vacuum and washed with DCM and hexane. The obtained solid was dried overnight at 40° C. under vacuum to give 1-{2-[(3R,4S)-4-({[5-chloro-6-(hydroxymethyl)-3-pyridinyl]methyl}amino)-3-hydroxy-1-piperidinyl]ethyl}-7-(methyloxy)-1,5-naphthyridin-2(1H)-one hydrochloride (143.7 mg, 0.282 mmol, 74.2% yield) as a white solid.

後処理

  1. customthe solvent was evaporated under vacuum
  2. additionthe crude was dispersed in hexane/DCM
  3. customThe precipitated solid was isolated by filtration under vacuum
  4. washwashed with DCM and hexane
  5. customThe obtained solid was dried overnight at 40° C. under vacuum

出典と根拠

ORDレコード
ord-429e8bbdd0c64985b10055668bf59dba
出典データセット
uspto-grants-2012_11
特許番号
US08318940B2

反応ノート

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