Hydrochloric Acid → HCID 57590077, compound

HRID 1366190Notes

Reaction equation

HRID 1366190 reaction equation
[F:1][C:2]([F:20])([F:19])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][C:13]([NH:16]C=O)=[CH:12][CH:11]=2)[CH2:6][CH2:5]1.Cl>CO>[F:20][C:2]([F:1])([F:19])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:11]=[CH:12][C:13]([NH2:16])=[CH:14][CH:15]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86616749HCID 86616749, compound

Product 1

HCID 57590077HCID 57590077, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the formamide in MeOH (20 mL) is stirred at rt and HCl (conc., 1 mL) is added. The deep purple solution is heated at reflux for 1 h, cooled and the MeOH is evaporated. The residue is stirred with water (20 mL) and NaHCO3 (sat. aq.) is added until bubbling ceases. The mixture is extracted with DCM (20 mL, 2×10 mL) and the combined extracts are dried over MgSO4 and evaporated under reduced pressure to afford the title compound as an orange solid (870 mg).

Workup

  1. temperatureThe deep purple solution is heated
  2. temperatureat reflux for 1 h
  3. temperaturecooled
  4. customthe MeOH is evaporated
  5. additionis added
  6. customuntil bubbling ceases
  7. extractionThe mixture is extracted with DCM (20 mL, 2×10 mL)
  8. dry with materialthe combined extracts are dried over MgSO4
  9. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-19b5a4ccc8b74831b06da675a48dcd66
Source dataset
uspto-grants-2011_02
Patent number
US07893058B2

Reaction notes

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