Hydrochloric Acid → HCID 67606137, compound

HRID 1619565Notes

Reaction equation

HRID 1619565 reaction equation
C(OC([NH:8][CH:9]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)[C:10]([O:12][C@@H:13]1[CH:18]2[CH2:19][CH2:20][N:15]([CH2:16][CH2:17]2)[CH2:14]1)=[O:11])=O)(C)(C)C.[ClH:29]>C1COCC1>[ClH:29].[ClH:29].[NH2:8][CH:9]([C:21]1[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)[C:10]([O:12][C@@H:13]1[CH:18]2[CH2:17][CH2:16][N:15]([CH2:20][CH2:19]2)[CH2:14]1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 67606948HCID 67606948, compound

Product 1

HCID 67606137HCID 67606137, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-(4-methoxyphenyl)acetate (C44) (560 mg, 1.43 mmol) in THF (20 ml), was added 37% hydrogen chloride (1.0 ml, 12.2 mmol). The reaction was stirred at RT for 15 hours. Then a second portion of 37% hydrogen chloride (1.0 ml, 12.2 mmol) was added, and the reaction was stirred at RT for additional 48 hours. The solvent was evaporated to obtain (R)-quinuclidin-3-yl 2-amino-2-(4-methoxyphenyl)acetate dihydrochloride (521 mg; quantitative yield).

Workup

  1. stirringthe reaction was stirred at RT for additional 48 hours
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-53776c81bcd542c68b943b32cc368b21
Source dataset
uspto-grants-2014_07
Patent number
US08772314B2

Reaction notes

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