Methanol → HCID 66737151, compound

HRID 1640985Notes

Reaction equation

HRID 1640985 reaction equation
FC(F)(F)C([NH:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([S:15]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=3)(=[O:17])=[O:16])[CH:13]=2)[N:8]([C:25]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:7]=1)=O.CO>C(N(CC)CC)C>[F:24][C:20]1[CH:19]=[C:18]([S:15]([C:12]2[CH:13]=[C:14]3[C:9](=[CH:10][CH:11]=2)[N:8]([C:25]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[N:7]=[C:6]3[NH2:5])(=[O:17])=[O:16])[CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 86643840HCID 86643840, compound

Product 1

HCID 66737151HCID 66737151, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The crude 2,2,2-Trifluoro-N-[5-(3-fluoro-benzenesulfonyl)-1-trityl-1H-indazol-3-yl]-acetamide (46.33 mmol) was treated with methanol (250 mL) and triethylamine (20 mL) and heated to reflux for 36 hours. The volatiles were partially evaporated, cooled and filtered. The solid was washed with a small volume of methanol then with water. After drying under vacuum at 70° C. and further purification by recrystallization from ethyl acetate the title compound was obtained as a white solid.

Workup

  1. temperatureheated
  2. temperatureto reflux for 36 hours
  3. customThe volatiles were partially evaporated
  4. temperaturecooled
  5. filtrationfiltered
  6. washThe solid was washed with a small volume of methanol
  7. customAfter drying under vacuum at 70° C.
  8. customfurther purification
  9. customby recrystallization from ethyl acetate the title compound
  10. customwas obtained as a white solid

Sources & evidence

ORD record
ord-1f108864fbdd49069b24dcd61a84594c
Source dataset
uspto-grants-2012_02
Patent number
US08114865B2

Reaction notes

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