Trifluoroacetic acid → HCID 68707478, compound

HRID 2239370Notes

Reaction equation

HRID 2239370 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:40][C:12]3[C:13](=[O:39])[N:14]([CH2:17][C:18]4[N:23]=[C:22]([O:24][CH2:25][C@@H:26]5[CH2:31][CH2:30][CH2:29][CH2:28][N:27]5C(OC(C)(C)C)=O)[CH:21]=[CH:20][CH:19]=4)[N:15]=[CH:16][C:11]=3[CH:10]=2)=[CH:5][CH:4]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[S:40][C:12]3[C:13](=[O:39])[N:14]([CH2:17][C:18]4[CH:19]=[CH:20][CH:21]=[C:22]([O:24][CH2:25][C@@H:26]5[CH2:31][CH2:30][CH2:29][CH2:28][NH:27]5)[N:23]=4)[N:15]=[CH:16][C:11]=3[CH:10]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86618695HCID 86618695, compound

Product 1

HCID 68707478HCID 68707478, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl (2S)-2-{[(6-{[2-(4-methoxyphenyl)-7-oxothieno[2,3-d]pyridazin-6(7H)-yl]methyl}pyridin-2-yl)oxy]methyl}piperidine-1-carboxylate (354 mg, 0.629 mmol) was dissolved in DCM (7 ml) and TFA (1 ml) was added. The reaction was stirred at rt. for 30 min and the solvent evaporated in vacuo. To the resultant oil was added DCM (100 ml) and 5% Na2CO3 (aq) (100 ml), the phases separated and the aqueous phase extracted with DCM (100 ml). The combined organics were dried through a phase separator and evaporated in vacuo yielding the title compound as a light yellow solid. Yield: 290 mg (100%). MS (ESI+) 463.23 (M+1H+)

Workup

  1. customthe solvent evaporated in vacuo
  2. additionTo the resultant oil was added DCM (100 ml) and 5% Na2CO3 (aq) (100 ml)
  3. customthe phases separated
  4. extractionthe aqueous phase extracted with DCM (100 ml)
  5. customThe combined organics were dried through a phase separator
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-0236ec2421314e4d803db1b7bb2baa49
Source dataset
uspto-grants-2010_05
Patent number
US07723331B2

Reaction notes

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