Trifluoroacetic acid → HCID 67257638, compound

HRID 1476652Notes

Reaction equation

HRID 1476652 reaction equation
[O:1]=[C:2]1[N:7]([CH2:8][C:9]2[O:13][N:12]=[C:11]([CH2:14][O:15][CH2:16][CH2:17][CH3:18])[N:10]=2)[C:6]2[CH:19]=[C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[S:21][C:5]=2[C:4](=[O:28])[N:3]1[CH:29]1[CH2:34][CH2:33][N:32](C(OC(C)(C)C)=O)[CH2:31][CH2:30]1.[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45]>C(Cl)Cl>[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].[C:22]1([C:20]2[S:21][C:5]3[C:4](=[O:28])[N:3]([CH:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)[C:2](=[O:1])[N:7]([CH2:8][C:9]4[O:13][N:12]=[C:11]([CH2:14][O:15][CH2:16][CH2:17][CH3:18])[N:10]=4)[C:6]=3[CH:19]=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67258656HCID 67258656, compound

Product 1

HCID 67257638HCID 67257638, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-[2,4-dioxo-6-phenyl-1-{[3-(propoxymethyl)-1,2,4-oxadiazol-5-yl]methyl]-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (500 mg, compound B69) in DCM (10 ml) is added trifluoroacetic acid (10 ml). After 1 h at RT all volatile materials are removed in vacuo. The residue is taken up in diethyl ether, the resulting precipitate is filtered off, washed with diethyl ether and dried in vacuo to afford the title compound as a solid.

Workup

  1. customAfter 1 h at RT all volatile materials are removed in vacuo
  2. filtrationthe resulting precipitate is filtered off
  3. washwashed with diethyl ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-5ee45096e1774f9bb3024e301141ee2d
Source dataset
uspto-grants-2015_04
Patent number
US09018175B2

Reaction notes

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