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

HRID 1357307노트

반응식

HRID 1357307 반응식
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]

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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]+.

후처리

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

출처 및 근거

ORD 기록
ord-a950d150768c4350ab1ed9742ab8d388
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06589970B2

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