Hydrochloric Acid → HCID 66611525, compound

HRID 2204725Notes

Reaction equation

HRID 2204725 reaction equation
[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([C:25]([N:27]2[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]2)=[O:26])[C:22]([Cl:34])=[CH:21][C:10]=1[C:11]([O:13]CC1C=CC=CC=1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Li+].O.Cl>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([C:25]([N:27]2[CH2:28][CH2:29][N:30]([CH3:33])[CH2:31][CH2:32]2)=[O:26])[C:22]([Cl:34])=[CH:21][C:10]=1[C:11]([OH:13])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 66611615HCID 66611615, compound

Product 1

HCID 66611525HCID 66611525, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of benzyl 2-(benzyloxy)-5-chloro-4-(4-methylpiperazine-1-carbonyl)benzoate (may be prepared as described in D75) (400 mg, 0.837 mmol) in tetrahydrofuran (THF) (5.00 mL) were added lithium hydroxide (63.4 mg, 2.65 mmol) and water (1.5 mL). The mixture was stirred at 40° C. for 2 hours. After cooling, 2M hydrochloric acid (1.386 mL, 2.77 mmol) was added. The solvent was removed in vacuo to give the title product as a crude solid (324 mg, assuming 100% yield).

Workup

  1. temperatureAfter cooling
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-a05c74e76f384eaa9c41d7b204007207
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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