Hydrochloric Acid → HCID 58188337, compound

HRID 1845336Notes

Reaction equation

HRID 1845336 reaction equation
[CH2:1]([N:3]([CH2:24][CH3:25])[CH2:4][CH:5]([C:7]1[CH:8]=[C:9]([CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][N:18]=2)[CH:16]=1)[C:10]([O:12]C)=[O:11])[OH:6])[CH3:2].[OH-].[Li+].Cl>O1CCCC1>[CH2:24]([N:3]([CH2:1][CH3:2])[CH2:4][CH:5]([C:7]1[CH:8]=[C:9]([CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][N:18]=2)[CH:16]=1)[C:10]([OH:12])=[O:11])[OH:6])[CH3:25]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58188178HCID 58188178, compound

Product 1

HCID 58188337HCID 58188337, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Into a 20 mL reaction vessel were combined methyl 3-(2-(diethylamino)-1-hydroxyethyl)-5-(5-methylpyridin-2-yl)benzoate (50 mg, 0.15 mmol), tetrahydrofuran (10 mL) and lithium hydroxide (8.7 mg, 0.36 mmol). The mixture was heated at 50° C. for 3 hours. After cooling, the mixture was treated with 7 M aq. HCl (52 μL, 0.36 mmol), and concentrated to afford the crude compound which was used directly in the next step.

Workup

  1. customInto a 20 mL reaction vessel
  2. temperatureAfter cooling
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-12f3183e37b9449782418b22ac495fc9
Source dataset
uspto-grants-2015_02
Patent number
US08946439B2

Reaction notes

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