Hydrochloric Acid → HCID 86674278, compound

HRID 405241Notes

Reaction equation

HRID 405241 reaction equation
[OH-].[Na+].C1COCC1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([C:29]([CH3:31])=[CH2:30])=[CH:25][C:24]=3[C:32]3[CH:33]=[CH:34][C:35]([C:38]([NH:40][CH2:41][CH2:42][C:43]([O:45]CC)=[O:44])=[O:39])=[N:36][CH:37]=3)=[CH:17][CH:16]=2)=[CH:11][CH:10]=1.Cl>CO>[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([C:29]([CH3:31])=[CH2:30])=[CH:25][C:24]=3[C:32]3[CH:33]=[CH:34][C:35]([C:38]([NH:40][CH2:41][CH2:42][C:43]([OH:45])=[O:44])=[O:39])=[N:36][CH:37]=3)=[CH:17][CH:16]=2)=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 86674279HCID 86674279, compound

Product 1

HCID 86674278HCID 86674278, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 3M aqueous NaOH solution (0.32 mL, 0.97 mmol) was added to a THF (1.0 mL) and MeOH (1.5 mL) solution of ethyl 3-(5-(2-(((4′-fluoro-[1,1′-biphenyl]-4-yl)amino)methyl)-5-(prop-1-en-2-yl)phenyl)picolinamido)propanoate (87 mg, 0.16 mmol) and the resulting mixture was stirred at room temperature. After 2 h the resulting mixture was acidified with 1N aqueous HCl and extracted with EtOAc. The combined organics were dried (Na2SO4), concentrated and purified via column chromatography to give the title compound.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe combined organics were dried (Na2SO4)
  3. concentrationconcentrated
  4. custompurified via column chromatography

Sources & evidence

ORD record
ord-50afbe57b9e44df49b1adc35b345e138
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

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