Hydrochloric Acid → HCID 86596436, compound

HRID 584196Notes

Reaction equation

HRID 584196 reaction equation
[F:1][C:2]([F:47])([F:46])[C:3]1[CH:4]=[C:5]([CH:39]=[C:40]([C:42]([F:45])([F:44])[F:43])[CH:41]=1)[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14]/[CH:15]=[CH:16]/[C@@H:17]2[CH2:22][O:21][CH2:20][CH2:19][N:18]2C(OC(C)(C)C)=O)[CH2:10][C@H:9]1[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([CH3:37])=[C:33]([CH3:38])[CH:32]=1)=[O:7].[ClH:48]>C(OCC)(=O)C.CCCCCC>[ClH:48].[ClH:48].[F:45][C:42]([F:43])([F:44])[C:40]1[CH:39]=[C:5]([CH:4]=[C:3]([C:2]([F:1])([F:47])[F:46])[CH:41]=1)[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14]/[CH:15]=[CH:16]/[C@@H:17]2[CH2:22][O:21][CH2:20][CH2:19][NH:18]2)[CH2:10][C@H:9]1[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([CH3:37])=[C:33]([CH3:38])[CH:32]=1)=[O:7]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86596438HCID 86596438, compound

Product 1

HCID 86596436HCID 86596436, compound

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-4-[(2E)-3-[(3R)-4-(tert-butoxycarbonyl)morpholin-3-yl]-2-propenyl]-2-(3,4-dimethylbenzyl)piperazine (1.36 g) in ethyl acetate (13 ml) was treated 4N hydrogen chloride in ethyl acetate (3.12 ml) at room temperature for 18 hours and then at 40° C. for 5 hours. The solution was diluted with hexane and stirred for 1 hour. The resulting precipitate was collected by filtration and dried under reduced pressure to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)-4-[(2E)-3-[(3R)-3-morpholinyl]-2-propenyl]piperazine dihydrochloride (1.11 g) as a white powder.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-39856368247b4fb4ade2b19f204a40d7
Source dataset
uspto-grants-2005_08
Patent number
US06924278B2

Reaction notes

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