Trifluoroacetic acid → HCID 58136471, compound

HRID 877274Notes

Reaction equation

HRID 877274 reaction equation
FC(F)(F)C(O)=O.[CH3:8][C:9]1[C:14]([NH:15][C:16](=[O:43])[CH:17]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29][N:30]3[C:35](=[O:36])[CH2:34][O:33][C:32]([C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)=[N:31]3)=[CH:25][CH:24]=2)[CH:18]([CH3:22])[CH2:19][CH2:20][CH3:21])=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:44][CH2:45][C:46]([O:48]C(C)(C)C)=[O:47]>ClCCl>[CH3:8][C:9]1[C:14]([NH:15][C:16](=[O:43])[CH:17]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29][N:30]3[C:35](=[O:36])[CH2:34][O:33][C:32]([C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)=[N:31]3)=[CH:25][CH:24]=2)[CH:18]([CH3:22])[CH2:19][CH2:20][CH3:21])=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:44][CH2:45][C:46]([OH:48])=[O:47]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58136400HCID 58136400, compound

Product 1

HCID 58136471HCID 58136471, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.74 ml (22.56 mmol) of trifluoroacetic acid were added to a solution of 460 mg (0.75 mmol) of tert-butyl 3-{2-methyl-3-[(3-methyl-2-{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}hexanoyl)amino]phenyl}propanoate (Example 163A) in 10 ml of dichloromethane, and the mixture was stirred at room temperature for 2 h. The reaction mixture was then concentrated to dryness under reduced pressure. This gave 410 mg (0.74 mmol, 98% of theory) of the title compound as a mixture of isomers.

Workup

  1. concentrationThe reaction mixture was then concentrated to dryness under reduced pressure
  2. additionThis gave 410 mg (0.74 mmol, 98% of theory) of the title compound as a mixture of isomers

Sources & evidence

ORD record
ord-0fc140d8b8134ae69bd604f58ccf683b
Source dataset
uspto-grants-2015_03
Patent number
US08987256B2

Reaction notes

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