Phosphoric Acid → HCID 178456921, compound

HRID 1620686Notes

Reaction equation

HRID 1620686 reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH2:20][C:21]#[CH:22])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:8][CH2:7]1.[P:33](=[O:37])([OH:36])([OH:35])[OH:34]>C(O)C>[P:33]([OH:37])([OH:36])([OH:35])=[O:34].[F:32][C:2]([F:1])([F:31])[C:3]1[CH:26]=[C:25]([C:27]([F:29])([F:30])[F:28])[CH:24]=[CH:23][C:4]=1[CH2:5][N:6]1[CH2:7][CH2:8][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH2:20][C:21]#[CH:22])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 1004Phosphoric AcidHCID 178456914HCID 178456914, compound

Product 1

HCID 178456921HCID 178456921, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one (1 g) in ethanol (15 mL) was added phosphoric acid (0.14 mL). The reaction mixture was stirred at 60° C. for 1 hr, the solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol/heptane. The crystals were suspended in ethyl acetate at 65° C., and the precipitate was is collected by filtration to give the title compound (0.95 g).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customthe residue was recrystallized from ethanol/heptane
  3. customwere suspended in ethyl acetate at 65° C.
  4. filtrationthe precipitate was is collected by filtration

Sources & evidence

ORD record
ord-8b9dc2d1231a44c8b5529e1bd4422ea9
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

Loading…