Hydrochloric Acid → HCID 11175785, compound

HRID 1296235Notes

Reaction equation

HRID 1296235 reaction equation
C(OC([N:8]1[CH2:30][CH2:29][N:11]2[C:12](=[O:28])[C:13]3[C:18]([C@@H:10]2[CH2:9]1)=[CH:17][C:16]([C:19]1[O:20][CH:21]=[CH:22][CH:23]=1)=[CH:15][C:14]=3[C:24]([F:27])([F:26])[F:25])=O)(C)(C)C.[ClH:31]>C(OCC)C>[ClH:31].[O:20]1[CH:21]=[CH:22][CH:23]=[C:19]1[C:16]1[CH:17]=[C:18]2[C:13]([C:12](=[O:28])[N:11]3[CH2:29][CH2:30][NH:8][CH2:9][C@H:10]32)=[C:14]([C:24]([F:26])([F:27])[F:25])[CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68689144HCID 68689144, compound

Product 1

HCID 11175785HCID 11175785, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A stirring solution of N-(t-butoxycarbonyl)-(R)-1,3,4,10b-tetrahydro-9-(2-furyl)-7-trifluoromethyl-pyrazino[2,1-a]isoindol-6(2H)-one (44 mg, 0.10 mmol) in diethyl ether (2 mL) was treated with concentrated aqueous hydrogen chloride (1 mL). The resulting mixture was stirred vigorously for 15 min and was then concentrated. Saturated aqueous ammonium hydroxide (2 mL) was added, and the white mixture was concentrated. The resulting residue was purified by radial chromatography (2% ammonium hydroxide in 8% methanol in dichloromethane); the product was then treated with aqueous hydrogen chloride (1N) and lyophilized to give the desired hydrochloric acid salt as a white solid (28 mg, 68%). MS (ESI) 323.3 (M−Cl).

Workup

  1. concentrationwas then concentrated
  2. additionSaturated aqueous ammonium hydroxide (2 mL) was added
  3. concentrationthe white mixture was concentrated
  4. customThe resulting residue was purified by radial chromatography (2% ammonium hydroxide in 8% methanol in dichloromethane)
  5. additionthe product was then treated with aqueous hydrogen chloride (1N)

Sources & evidence

ORD record
ord-fdc20cc0b8894c0492d42eb9169e5b53
Source dataset
uspto-grants-2007_07
Patent number
US07244843B2

Reaction notes

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