Trifluoroacetic acid → HCID 67258255, compound

HRID 1476608Notes

Reaction equation

HRID 1476608 reaction equation
[CH2:1]([N:3]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:14]3[CH:15]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[S:17][C:13]=3[C:12](=[O:24])[N:11]([CH:25]3[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH2:26]3)[C:10]2=[O:38])=[N:4]1)[CH3:2].[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>C(Cl)Cl>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[CH2:1]([N:3]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:14]3[CH:15]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[S:17][C:13]=3[C:12](=[O:24])[N:11]([CH:25]3[CH2:26][CH2:27][NH:28][CH2:29][CH2:30]3)[C:10]2=[O:38])=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67258487HCID 67258487, compound2×

Product 1

HCID 67258255HCID 67258255, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-{1-[(1-ethyl-1H-pyrazol-3-yl)methyl]-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (665 mg; compound B19) in DCM (5 ml) is added trifluoroacetic acid (5 ml). The reaction mixture is stirred for 3 h at RT. All volatile materials are removed in vacuo and the residue is taken up in diethyl ether. The resulting suspension is stirred at RT, then all solids are filtered off and dried in vacuo. The procedure is repeated a second time to afford the title compound as a solid.

Workup

  1. customAll volatile materials are removed in vacuo
  2. stirringThe resulting suspension is stirred at RT
  3. filtrationall solids are filtered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-b0d074a17b6e4021a94870d1821719d7
Source dataset
uspto-grants-2015_04
Patent number
US09018175B2

Reaction notes

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