Hydrochloric Acid → HCID 86602698, compound

HRID 1375008Notes

Reaction equation

HRID 1375008 reaction equation
[F:1][C:2]([F:44])([F:43])[C:3]1[CH:4]=[C:5]([CH:36]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:38]=1)[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]#[C:16][CH2:17][N:18]2[CH2:23][CH2:22][O:21][C@H:20]([CH2:24][O:25][CH3:26])[CH2:19]2)[CH2:10][C@H:9]1[CH2:27][C:28]1[CH:33]=[CH:32][C:31]([CH3:34])=[C:30]([OH:35])[CH:29]=1)=[O:7].[ClH:45]>C(OCC)(=O)C>[ClH:45].[ClH:45].[F:42][C:39]([F:40])([F:41])[C:37]1[CH:36]=[C:5]([CH:4]=[C:3]([C:2]([F:1])([F:43])[F:44])[CH:38]=1)[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]#[C:16][CH2:17][N:18]2[CH2:23][CH2:22][O:21][C@H:20]([CH2:24][O:25][CH3:26])[CH2:19]2)[CH2:10][C@H:9]1[CH2:27][C:28]1[CH:33]=[CH:32][C:31]([CH3:34])=[C:30]([OH:35])[CH:29]=1)=[O:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57210497HCID 57210497, compound

Product 1

HCID 86602698HCID 86602698, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

(2R)-1-[3,5-Bis(trifluoromethyl)benzoyl]-2-(3-hydroxy-4-methylbenzyl)-4-[4-[(2S)-2-(methoxymethyl)morpholino]-2-butynyl]piperazine (0.05 g) in ethyl acetate (5 ml) was treated with 4N hydrogen chloride in ethyl acetate (1 ml) and the mixture was concentrated under reduced pressure. After the residue was triturated with a mixture of dichloromethane and diisopropyl ether, the organic solvents were removed under reduced pressure to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3-hydroxy-4-methylbenzyl)-4-[4-[(2S)-2-(methoxymethyl)morpholino]-2-butynyl]piperazine dihydrochloride (0.05 g) as a powder.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customAfter the residue was triturated with a mixture of dichloromethane and diisopropyl ether
  3. customthe organic solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-32ee799383d046f79608b466594ce301
Source dataset
uspto-grants-2007_01
Patent number
US07166598B2

Reaction notes

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