Hydrochloric Acid → HCID 10187767, compound

HRID 1357286Notes

Reaction equation

HRID 1357286 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:40])[CH:6]([O:14][C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([CH2:25][NH:26][C:27]([C:29]3[O:30][C:31]4[CH:38]=[CH:37][CH:36]=[CH:35][C:32]=4[C:33]=3[CH3:34])=[O:28])[CH:21]=2)[C:16]=1[Br:39])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O.Cl>CO>[Br:39][C:16]1[C:17]2[C:22](=[CH:21][C:20]([CH2:25][NH:26][C:27]([C:29]3[O:30][C:31]4[CH:38]=[CH:37][CH:36]=[CH:35][C:32]=4[C:33]=3[CH3:34])=[O:28])=[CH:19][CH:18]=2)[CH:23]=[CH:24][C:15]=1[O:14][CH:6]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5]([OH:40])=[O:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69137605HCID 69137605, compound

Product 1

HCID 10187767HCID 10187767, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1 N NaOH (5 mL, 5 mmol) and 2-(1-bromo-6-{[(3-methyl-benzofuran-2-carbonyl)-amino]-methyl}-naphthalen-2-yloxy)-3-phenyl-propionic acid methyl ester (1.58 g, 2.76 mmol), prepared in the previous step, in 200 mL of methanol plus 5 mL of water was stirred under nitrogen at room temperature overnight and then at 60° C. for 6 h. 1 N HCl (6.2 mL, 6.2 mmol) was added and the reaction concentrated under reduced pressure to remove the methanol. The solid that precipitated was collected by filtration and dried under reduced pressure to give the title compound as an off-white solid, mp 110-113° C.

Workup

  1. concentrationthe reaction concentrated under reduced pressure
  2. customto remove the methanol
  3. customThe solid that precipitated
  4. filtrationwas collected by filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-4a5a1df1852940999203bcb7720cc8a8
Source dataset
uspto-grants-2003_07
Patent number
US06589970B2

Reaction notes

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