Pyridine → HCID 178513700, compound

HRID 1049876Notes

Reaction equation

HRID 1049876 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([C:6](Cl)=[O:7])=[N:2]1.[NH2:9][C:10]1[S:11][CH:12]=[CH:13][C:14]=1[C:15]([NH2:17])=[O:16].N1C=CC=CC=1>CC#N.CN(C1C=CN=CC=1)C>[C:15]([C:14]1[CH:13]=[CH:12][S:11][C:10]=1[NH:9][C:6]([C:3]1[CH:4]=[CH:5][NH:1][N:2]=1)=[O:7])(=[O:16])[NH2:17]

Participants

6

Reactant 3

HCID 1049PyridineHCID 6994952-Aminothiophene-3-carboxamideHCID 178521118HCID 178521118, compound

Product 1

HCID 178513700HCID 178513700, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6342AcetonitrileSolvent2×

Conditions

Temperature
60 °C

Procedure

A solution of 1H-Pyrazole-3-carbonyl chloride (5 mmol) in MeCN (5 mL) is added dropwise to a solution of 2-amino-thiophene-3-carboxylic acid amide (570 mg, 4 mmol), pyridine (0.5 mL, 6 mmol) and DMAP (25 mg, 0.20 mmol) in MeCN (5 mL). The resulting solution is than stirred at 60° C. over 2 days. The mixture is then quenched with aqueous NaHCO3, concentrated under vacuo to afford a suspension that is filtered. The cake is dried and the solid is used as such.

Workup

  1. customThe mixture is then quenched with aqueous NaHCO3
  2. concentrationconcentrated under vacuo
  3. customto afford a suspension that
  4. filtrationis filtered
  5. customThe cake is dried

Sources & evidence

ORD record
ord-9081c46906da43959d6609f0f4034763
Source dataset
uspto-grants-2016_07
Patent number
US09382254B2

Reaction notes

Loading…