Hydrochloric Acid → HCID 10210119, compound

HRID 1357291Notes

Reaction equation

HRID 1357291 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:41])[CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:18][N:19]([CH3:39])[C:20]([C:22]3[O:23][C:24]4[CH:38]=[CH:37][CH:36]=[CH:35][C:25]=4[C:26]=3[CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:21])[CH:14]=2)[C:9]=1[Br:40].O.Cl>CO>[Br:40][C:9]1[C:10]2[C:15](=[CH:14][C:13]([CH2:18][N:19]([CH3:39])[C:20]([C:22]3[O:23][C:24]4[CH:38]=[CH:37][CH:36]=[CH:35][C:25]=4[C:26]=3[CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:21])=[CH:12][CH:11]=2)[CH:16]=[CH:17][C:8]=1[O:7][CH2:6][C:5]([OH:41])=[O:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 12083584HCID 12083584, compound

Product 1

HCID 10210119HCID 10210119, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1 N NaOH (4 mL, 4 mmol) and (1-bromo-6-{[methyl-(3-phenethyl-benzofuran-2-carbonyl)-amino]-methyl}-naphthalen-2-yloxy)-acetic acid methyl ester (1.19 g, 2.02 mmol), prepared in the previous step, in 100 mL of methanol plus 4 mL of water was stirred under nitrogen at room temperature overnight. 1 N HCl (4 mL, 4 mmol) was added and the reaction concentrated under reduced pressure to remove the methanol. The solid that formed was collected by filtration and dried under reduced pressure to give the title compound (1.11 g, 96%) as an off-white solid, mp 119-122° C.

Workup

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

Sources & evidence

ORD record
ord-c27029c222374abd9aebc48ee3774907
Source dataset
uspto-grants-2003_07
Patent number
US06589970B2

Reaction notes

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