Trifluoroacetic acid → HCID 59239846, compound

HRID 1668396Notes

Reaction equation

HRID 1668396 reaction equation
[C:1]([N:4]([CH3:38])[N:5]([C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][N:21]2[C:26](=[O:27])[C:25]3[S:28][C:29]([C:31]4[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=4)=[CH:30][C:24]=3[N:23]=[CH:22]2)=[CH:15][CH:14]=1)C(OC(C)(C)C)=O)(=[O:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[Cl:37][C:34]1[CH:35]=[CH:36][C:31]([C:29]2[S:28][C:25]3[C:26](=[O:27])[N:21]([CH2:20][CH2:19][C:16]4[CH:17]=[CH:18][C:13]([NH:5][N:4]([CH3:38])[C:1](=[O:3])[CH3:2])=[CH:14][CH:15]=4)[CH:22]=[N:23][C:24]=3[CH:30]=2)=[CH:32][CH:33]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59239831HCID 59239831, compound

Product 1

HCID 59239846HCID 59239846, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

tert-Butyl 2-acetyl-1-[4-[2-[6-(4-chlorophenyl) -4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]ethyl]phenyl]-2-methylhydrazinecarboxylate (356 mg) was dissolved in dichloromethane (6.5 ml), and trifluoroacetic acid (2.0 ml) was added. The reaction mixture was stirred at room temperature for 1.5 hr, and diluted with dichloromethane. The obtained diluted solution was washed with saturated aqueous sodium hydrogen carbonate solution, the organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The precipitated crystals were washed with ethyl acetate-diisopropyl ether to give the title compound (287 mg) as colorless crystals.

Workup

  1. washThe obtained diluted solution was washed with saturated aqueous sodium hydrogen carbonate solution
  2. dry with materialthe organic layer was dried over sodium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. washThe precipitated crystals were washed with ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-3f5695c6b4ca42a9b1d2dc9ecc5be0b2
Source dataset
uspto-grants-2011_08
Patent number
US07989445B2

Reaction notes

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