Hydrochloric Acid → HCID 86630185, compound

HRID 1038130Notes

Reaction equation

HRID 1038130 reaction equation
C[O:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=2)[N:7]([C:17]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:6]=1)=[O:4].O.O[Li].O.Cl>C1COCC1>[N+:14]([C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:17]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[N:6]=[C:5]2[C:3]([OH:4])=[O:2])([O-:16])=[O:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 86630184HCID 86630184, compound

Product 1

HCID 86630185HCID 86630185, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-nitro-1-trityl-1H-indazole-3-carboxylic acid methyl ester 19AP (12.95 g, 27.96 mmol) in THF (270 ml) and H2O (135 ml) was added LiOH.H2O (2.34 g, 55.92 mmol) at room temperature. After stirring for overnight at room temperature, it was cooled to 0° C. and acidified with slow addition of 1N HCl (55.9 ml, 55.92 mmol). Reaction mixture was concentrated under reduced pressure. Solid was collected by filtration and washed with water to give desired 5-nitro-1-trityl-1H-indazole-3-carboxylic acid 20AP (12.06 g, 96%).

Workup

  1. temperatureit was cooled to 0° C.
  2. customReaction mixture
  3. concentrationwas concentrated under reduced pressure
  4. filtrationSolid was collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-2c4a6b74f8d84ac09324aff650b12305
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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