Trifluoroacetic acid → HCID 67715582, compound

HRID 2257920Notes

Reaction equation

HRID 2257920 reaction equation
[C:1]([C:4]1[CH:34]=[CH:33][C:7]([C:8]([N:10]2[CH2:31][C@H:30]([OH:32])[CH2:29][C@H:11]2[C:12]([N:14]2[CH2:19][CH2:18][CH:17]([O:20][CH2:21][C:22]([O:24]C(C)(C)C)=[O:23])[CH2:16][CH2:15]2)=[O:13])=[O:9])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].[F:35][C:36]([F:41])([F:40])[C:37]([OH:39])=[O:38]>ClCCl>[F:35][C:36]([F:41])([F:40])[C:37]([OH:39])=[O:38].[C:1]([C:4]1[CH:34]=[CH:33][C:7]([C:8]([N:10]2[CH2:31][C@H:30]([OH:32])[CH2:29][C@H:11]2[C:12]([N:14]2[CH2:19][CH2:18][CH:17]([O:20][CH2:21][C:22]([OH:24])=[O:23])[CH2:16][CH2:15]2)=[O:13])=[O:9])=[CH:6][CH:5]=1)(=[NH:2])[NH2:3]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86751159HCID 86751159, compound

Product 1

HCID 67715582HCID 67715582, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.60 g of t-butyl [[1-[(4R)-1-(p-amidino-benzoyl)-4-hydroxy-L-prolyl]-4-piperidinyl]oxy]acetate in 20 ml of dichloromethane and 20 ml of trifluoroacetic acid is stirred at room temperature for 2 hours and evaporated. The residue is dissolved in ethanol and treated with ether. Suction filtration and drying of the precipitate gives 1.25 g of [[1-[(4R)-1-(p-amidinobenzoyl)-4-hydroxy-L-prolyl]-4-piperidinyl]oxy]acetic acid trifluoroacetate. M.p. 220° C.

Workup

  1. customevaporated
  2. dissolutionThe residue is dissolved in ethanol
  3. additiontreated with ether
  4. filtrationSuction filtration
  5. customdrying of the precipitate

Sources & evidence

ORD record
ord-efb29b9d8cc34cac99cd8c981c5ff5f3
Source dataset
uspto-grants-1997_08
Patent number
US05658928

Reaction notes

Loading…