Serinol → HCID 12090256, compound

HRID 2055591Notes

Reaction equation

HRID 2055591 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[C:8]([C:9]([OH:11])=O)=[CH:7][N:6]=[CH:5][CH:4]=1.C(C1NC=CN=1)(C1NC=CN=1)=O.[NH2:26][CH:27]([CH2:30][OH:31])[CH2:28][OH:29]>O1CCCC1>[F:12][C:2]([F:1])([F:13])[C:3]1[C:8]([C:9]([NH:26][CH:27]([CH2:30][OH:31])[CH2:28][OH:29])=[O:11])=[CH:7][N:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 68294SerinolHCID 27775493-Pyridinecarboxylic acid, 4-(trifluoromethyl)-HCID 5250894Bis-(1H-imidazol-2-YL)-methanone

Product 1

HCID 12090256HCID 12090256, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3.9 g (20 mmol) of 4-trifluoromethylnicotinic acid and 3.2 g (20 mmol) of carbonyl diimidazole in 100 ml of dry tetrahydrofuran were stirred at 40-50° C. for 6 hours. After cooling, 1.8 g (20 mmol) of serinol were added, and stirring was continued at 50-60° C. for another 4 hours. The crude product obtained after removal of the solvent under reduced pressure was purified by silica gel chromatography. This gave 2.9 g of product (55.3% of theory) of melting point 155-156° C.

Workup

  1. temperatureAfter cooling

Sources & evidence

ORD record
ord-0775abb15be34616883792a81fc56a43
Source dataset
uspto-grants-2008_02
Patent number
US07332509B2

Reaction notes

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