Hydrochloric Acid → HCID 89690734, compound

HRID 710255Notes

Reaction equation

HRID 710255 reaction equation
[F:1][C:2]1[CH:32]=[CH:31][C:5]([C:6]([NH:8][C:9]2[C:17]3[C:12](=[CH:13][C:14]([CH:18]4[O:23][CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19]4)=[CH:15][CH:16]=3)[NH:11][N:10]=2)=[O:7])=[CH:4][CH:3]=1.[ClH:33].CCOCC>O1CCOCC1>[ClH:33].[F:1][C:2]1[CH:32]=[CH:31][C:5]([C:6]([NH:8][C:9]2[C:17]3[C:12](=[CH:13][C:14]([CH:18]4[O:23][CH2:22][CH2:21][NH:20][CH2:19]4)=[CH:15][CH:16]=3)[NH:11][N:10]=2)=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 89690731HCID 89690731, compound

Product 1

HCID 89690734HCID 89690734, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
60 °C

Procedure

Tert-butyl 2-(3-(4-fluorobenzamido)-1H-indazol-6-yl)morpholine-4-carboxylate (40 mg, 0.09 mmol) was dissolved in dioxane (0.2 ml) and a solution of HCl in dioxane (4M, 0.34 ml, 1.36 mmol) was added. The reaction mixture was stirred for 2 h at 60° C. After cooling ether (2 ml) was added, the mixture was stirred for 30 min and the solid was filtered off. It was washed with ether and dried in vacuo to afford 4-fluoro-N-(6-(morpholin-2-yl)-1H-indazol-3-yl)benzamide hydrochloride (22 mg, 66%) as an off-white solid. MS (ISP): 341.2 ([M+H]+).

Workup

  1. additionwas added
  2. stirringthe mixture was stirred for 30 min
  3. filtrationthe solid was filtered off
  4. washIt was washed with ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-056906d57d0149aeb8d0a212dcd9571d
Source dataset
uspto-grants-2015_11
Patent number
US09181230B2

Reaction notes

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