Trifluoroacetic acid → HCID 10257720, compound

HRID 970214Notes

Reaction equation

HRID 970214 reaction equation
C(OC([NH:8][C@H:9]([C:34]([N:36]1[CH2:40][CH2:39][C@H:38]([F:41])[CH2:37]1)=[O:35])[C@H:10]([C:16]1[CH:21]=[CH:20][C:19]([N:22]([CH3:33])[C:23](=[O:32])[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)=[CH:18][CH:17]=1)[C:11]([N:13]([CH3:15])[CH3:14])=[O:12])=O)(C)(C)C.[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45]>ClCCl>[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].[NH2:8][C@H:9]([C:34]([N:36]1[CH2:40][CH2:39][C@H:38]([F:41])[CH2:37]1)=[O:35])[C@H:10]([C:16]1[CH:21]=[CH:20][C:19]([N:22]([CH3:33])[C:23](=[O:32])[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)=[CH:18][CH:17]=1)[C:11]([N:13]([CH3:14])[CH3:15])=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69418479HCID 69418479, compound

Product 1

HCID 10257720HCID 10257720, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 17.6 mg (0.0346 mmol) of N-(4-{(1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-[(dimethylamino)carbonyl]-3-[(3S)-3-fluoropyrrolidin-1-yl]-3-oxopropyl}phenyl)-N-methyl-4-methoxybenzamide from Step H in 1 mL of dichloromethane was added 1 mL of trifluoroacetic acid. After 1 h at ambient temperature, the solution was concentrated in vacuo. Purification by reverse-phase preparative HPLC (10% to 80% acetonitrile in water) afforded the title compound as a foaming white solid. LC/MS 471.2 (M+1).

Workup

  1. concentrationthe solution was concentrated in vacuo
  2. customPurification by reverse-phase preparative HPLC (10% to 80% acetonitrile in water)

Sources & evidence

ORD record
ord-2f420300d437434899ee893aedafea55
Source dataset
uspto-grants-2007_12
Patent number
US07309714B2

Reaction notes

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