Hydrochloric Acid → Hydrochloric Acid

HRID 1773379Notes

Reaction equation

HRID 1773379 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:53]=[C:54]([F:56])[CH:55]=1)[CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11](C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[N:10]=[C:9]2[NH:34][C:35](=[O:52])[C:36]1[CH:41]=[CH:40][C:39]([N:42]2[CH2:47][CH2:46][N:45]([CH3:48])[CH2:44][CH2:43]2)=[CH:38][C:37]=1[N+:49]([O-:51])=[O:50].[ClH:57]>O1CCOCC1>[ClH:57].[F:56][C:54]1[CH:53]=[C:4]([CH:3]=[C:2]([F:1])[CH:55]=1)[CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][N:10]=[C:9]2[NH:34][C:35](=[O:52])[C:36]1[CH:41]=[CH:40][C:39]([N:42]2[CH2:43][CH2:44][N:45]([CH3:48])[CH2:46][CH2:47]2)=[CH:38][C:37]=1[N+:49]([O-:51])=[O:50].[ClH:57]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68672067HCID 68672067, compound

Product 2

HCID 313Hydrochloric AcidYield 87%HCID 68672020HCID 68672020, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of N-[5-(3,5-difluoro-benzyl)-1-trityl-1H-indazol-3-yl]-4-(4-methyl-piperazin-1-yl)-2-nitro-benzamide (28.5 mg, 0.04 mmol) in dioxane (1 mL), 4 M HCl in dioxane (0.1 mL) was added and the mixture was stirred at room temperature for 1 hour. After concentration the residue was suspended in diethyl ether/MeOH 1:1, stirred for 20 min, filtered, washed with the same solvent mixture and dried. The desired product was obtained as hydrochloride derivative (19 mg, 87%).

Workup

  1. concentrationAfter concentration the residue
  2. stirringstirred for 20 min
  3. filtrationfiltered
  4. washwashed with the same solvent mixture
  5. customdried

Sources & evidence

ORD record
ord-663357db681d458cac618ea440be5b37
Source dataset
uspto-grants-2016_02
Patent number
US09255087B2

Reaction notes

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