Trifluoroacetic acid → HCID 68782311, compound

HRID 1253894Notes

Reaction equation

HRID 1253894 reaction equation
C(OC(=O)[NH:7][CH:8]([CH2:26][C:27]1[CH:32]=[C:31]([F:33])[C:30]([F:34])=[CH:29][C:28]=1[F:35])[CH2:9][C:10](=[O:25])[N:11]1[CH2:20][C:19]2[N:15]([CH:16]=[CH:17][N:18]=2)[C:14]2[CH:21]=[CH:22][CH:23]=[CH:24][C:13]=2[CH2:12]1)(C)(C)C.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>C(Cl)Cl>[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40].[NH2:7][CH:8]([CH2:26][C:27]1[CH:32]=[C:31]([F:33])[C:30]([F:34])=[CH:29][C:28]=1[F:35])[CH2:9][C:10]([N:11]1[CH2:20][C:19]2[N:15]([CH:16]=[CH:17][N:18]=2)[C:14]2[CH:21]=[CH:22][CH:23]=[CH:24][C:13]=2[CH2:12]1)=[O:25]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 68780608HCID 68780608, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 68782311HCID 68782311, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of [3-oxo-3-(4H,6H-3,5,10b-triaza-benzo[e]azulen-5-yl)-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester (30 mg, 0.06 mmol) in DCM (3 mL), was added trifluoroacetic acid (0.18 nit, 3 mL/mmol)). The reaction mixture was stirred at r.t. for 1 h. After the completion of the reaction as confirmed by TLC, excess of trifluoroacetic acid and DCM were removed in vacuo to afford a gummy solid which was crystallised from hexane to afford trifluoroacetic acid salt of 3-amino-1-(4H,6H-3,5,10b-triaza-benzo[e]azulen-5-yl)-4-(2,4,5-trifluoro-phenyl)-butan-1-one (30 mg, 98%).

Workup

  1. customAfter the completion of the reaction
  2. customwere removed in vacuo
  3. customto afford a gummy solid which
  4. customwas crystallised from hexane

Sources & evidence

ORD record
ord-a81f40ffe18c4ca68660ad6ea9b67103
Source dataset
uspto-grants-2013_06
Patent number
US08455479B2

Reaction notes

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