Hydrochloric Acid → 2-(1-Bromo-6-{[(4-cyclohexyl-benzoyl)-methyl-amino]-methyl}-naphthalen-2-yloxy)-3-phenyl-propionic acid

HRID 1357307ノート

反応式

HRID 1357307 の反応式
C[O:2][C:3](=[O:41])[CH:4]([O:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[C:18]([CH2:23][N:24]([C:26](=[O:39])[C:27]3[CH:32]=[CH:31][C:30]([CH:33]4[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]4)=[CH:29][CH:28]=3)[CH3:25])[CH:19]=2)[C:14]=1[Br:40])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[OH-].[Na+].Cl>C1COCC1>[Br:40][C:14]1[C:15]2[C:20](=[CH:19][C:18]([CH2:23][N:24]([C:26](=[O:39])[C:27]3[CH:32]=[CH:31][C:30]([CH:33]4[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]4)=[CH:29][CH:28]=3)[CH3:25])=[CH:17][CH:16]=2)[CH:21]=[CH:22][C:13]=1[O:12][CH:4]([CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:3]([OH:41])=[O:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 691377602-(1-Bromo-6-{[(4-cyclohexyl-benzoyl)-methyl-amino]-methyl}-naphthalen-2-yloxy)-3-phenyl-propionic acid methyl ester

生成物 1

HCID 101214512-(1-Bromo-6-{[(4-cyclohexyl-benzoyl)-methyl-amino]-methyl}-naphthalen-2-yloxy)-3-phenyl-propionic acid収率 102.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2-(1-bromo-6-{[(4-cyclohexyl-benzoyl)-methyl-amino]-methyl}-naphthalen-2-yloxy)-3-phenyl-propionic acid methyl ester (445 mg, 0.68 mmol), prepared in the previous step, and 0.5 mL of 10% aqueous NaOH in THF was stirred at room temperature for 2.5 h. Aqueous 10% HCl was added until acidic and the reaction extracted three times with ethyl acetate. The combined extracts were dried (Na2SO4) and the solvent removed under reduced pressure to give the title compound (419 mg, 95%), MS m/z: 600 [M+H]+.

後処理

  1. extractionextracted three times with ethyl acetate
  2. dry with materialThe combined extracts were dried (Na2SO4)
  3. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-a950d150768c4350ab1ed9742ab8d388
出典データセット
uspto-grants-2003_07
特許番号
US06589970B2

反応ノート

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