Hydrochloric Acid → HCID 86646277, compound

HRID 386001Notes

Reaction equation

HRID 386001 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=[C:4]([F:12])[C:3]=1[C:13]1[S:17][C:16]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25](OC)([O:28]C)[CH2:26][F:27])[N:20]=2)=[C:15]([C:32]([NH2:34])=[O:33])[CH:14]=1.Cl>C(#N)C>[F:1][C:2]1[CH:7]=[C:6]([C:8]([OH:11])([CH3:9])[CH3:10])[CH:5]=[C:4]([F:12])[C:3]=1[C:13]1[S:17][C:16]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25](=[O:28])[CH2:26][F:27])[N:20]=2)=[C:15]([C:32]([NH2:34])=[O:33])[CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59526133HCID 59526133, compound

Product 1

HCID 86646277HCID 86646277, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[6-(2-fluoro-1,1-dimethoxyethyl)pyridin-2-yl]amino}thiophene-3-carboxamide (61 mg, 0.12 mmol) was taken up in acetonitrile (1.2 ml) at room temperature. Hydrochloric acid (0.31 ml, 0.62 mmol) was added in one portion, and the reaction mixture was stirred overnight at room temperature. The reaction was quenched with saturated aqueous sodium bicarbonate and extracted three times with ethyl acetate. All organic layers were combined, dried over anhydrous magnesium sulfate, filtered, and concentrated to afford the title compound. Calc'd for C21H19F3N3O3S [M+H]+: 450. Found: 450.

Workup

  1. customThe reaction was quenched with saturated aqueous sodium bicarbonate
  2. extractionextracted three times with ethyl acetate
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-eed400cd0594452db0178084b83dc8a1
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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