Hydrochloric Acid → HCID 178513699, compound

HRID 2110277Notes

Reaction equation

HRID 2110277 reaction equation
[F:1][C:2]1[C:3]([C:19]2[CH:24]=[CH:23][C:22]([NH:25]C(OC(C)(C)C)=O)=[C:21]([F:33])[CH:20]=2)=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][N:8]=[C:7]2[C:11]1[S:12][CH:13]=[CH:14][C:15]=1[C:16]([NH2:18])=[O:17].Cl>CO.O1CCOCC1>[F:1][C:2]1[C:3]([C:19]2[CH:24]=[CH:23][C:22]([NH2:25])=[C:21]([F:33])[CH:20]=2)=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][N:8]=[C:7]2[C:11]1[S:12][CH:13]=[CH:14][C:15]=1[C:16]([NH2:18])=[O:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178452652HCID 178452652, compound

Product 1

HCID 178513699HCID 178513699, compoundYield 127%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

A solution of 0.99 g of (7-fluoro-6-{3-fluoro-4-tert-butyloxycarbonylaminophenyl}-1H -indazol-3-yl)thiophene-3-carboxamide in 30 mL of methanol is admixed at ambient temperature with 2.63 mL of a 4N solution of hydrochloric acid in dioxane. The reaction mixture is heated at 40° C. for 4 h and then concentrated to dryness under reduced pressure. The solid obtained is triturated in isopropyl ether and isolated by filtration. Drying under vacuum gives 0.99 g of (7-fluoro-6-{3-fluoro-4-aminophenyl}-1H-indazol-3-yl)thiophene-3-carboxamide in the form of a yellow solid, whose characteristics are as follows:

Workup

  1. concentrationconcentrated to dryness under reduced pressure
  2. customThe solid obtained
  3. customis triturated in isopropyl ether
  4. customisolated by filtration
  5. customDrying under vacuum

Sources & evidence

ORD record
ord-59354ee856034d1395bdb809190c9473
Source dataset
uspto-grants-2009_04
Patent number
US07517902B2

Reaction notes

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