Formic Acid → HCID 178487492, compound

HRID 1368509Notes

Reaction equation

HRID 1368509 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]([C:15]1[N:16]=[CH:17][N:18](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:19]=1)=[O:14])[CH:7]=[CH:6]2.C(O)=O.[CH2:42]1[CH2:46]OC[CH2:43]1>>[NH:18]1[CH:19]=[C:15]([C:13]([C:8]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[CH:9]=2)([OH:14])[CH:42]([CH3:46])[CH3:43])[N:16]=[CH:17]1

Participants

4

Reactant 3

HCID 284Formic AcidHCID 8028TetrahydrofuranHCID 11733735(6-Methoxynaphthalen-2-yl)-(1-trityl-1H-imidazol-4-yl)ketone

Product 1

HCID 178487492HCID 178487492, compound

Conditions

Temperature
50 °C

Procedure

(6-Methoxynaphthalen-2-yl)-(1-trityl-1H-imidazol-4-yl)ketone (15.0 g) was dissolved in THF (80 ml). To the solution was added 90% formic acid (20 ml), and the mixture was stirred at 50° C. for 2 h. After removal of the solvents by evaporation, 1N-hydrochloric acid (60 ml) was added and the precipitate was filtered off. The filtrate was washed with ether, and neutralized with potassium carbonate. The resulting precipitate was collected by filtration, dried under reduced pressure to give the titled compound (7.54 g) as a colorless solid.

Workup

  1. customAfter removal of the solvents
  2. customby evaporation, 1N-hydrochloric acid (60 ml)
  3. additionwas added
  4. filtrationthe precipitate was filtered off
  5. washThe filtrate was washed with ether
  6. filtrationThe resulting precipitate was collected by filtration
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-6db7d0a9eed2440bbe8e310b76c2ae5a
Source dataset
uspto-grants-2003_06
Patent number
US06573289B1

Reaction notes

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