Diisopropylethylamine → HCID 178517512, compound

HRID 1660909Notes

Reaction equation

HRID 1660909 reaction equation
F[C:2]1[N:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[F:12][C:13]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:14]=1[C:15]([NH2:17])=[NH:16].C(N(C(C)C)CC)(C)C>C(#N)C>[Cl:22][C:19]1[CH:20]=[CH:21][C:13]([F:12])=[C:14]([C:15]2[N:17]=[C:4]([OH:5])[C:3]3[CH:7]=[CH:8][C:9]([F:11])=[N:10][C:2]=3[N:16]=2)[CH:18]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 10702456HCID 10702456, compoundHCID 219309795-Chloro-2-fluorobenzene-1-carboximidamide

Product 1

HCID 178517512HCID 178517512, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of 2,6-difluoronicotinic acid chloride (6.4 g), dissolved in acetonitrile (200 mL) was added 2-fluoro-5-chlorobenzamidine (6.73 g) and diisopropyl ethyl amine (24 mL). The mixture was heated to reflux for 2 h and cooled to room temperature. The mixture was concentrated under reduced pressure. The precipitate was filtered and washed with ether and dried under reduced pressure to afford the 2-(5-chloro-2-fluoro-phenyl)-7-fluoro-pyrido[2,3-d]pyrimidin-4-ol that was used without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 h
  3. concentrationThe mixture was concentrated under reduced pressure
  4. filtrationThe precipitate was filtered
  5. washwashed with ether
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-95579bdfb8784bb5933ec5a40cedd442
Source dataset
uspto-grants-2011_10
Patent number
US08030318B2

Reaction notes

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