HCID 10246368, compound → HCID 10401008, compound

HRID 497588Notes

Reaction equation

HRID 497588 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([NH:18][C:19](=[O:23])[CH2:20][CH:21]=[CH2:22])=[N:7][N:8]2C(OC(C)(C)C)=O)=[CH:4][CH:3]=1>O1CCOCC1>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([NH:18][C:19](=[O:23])[CH2:20][CH:21]=[CH2:22])=[N:7][NH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 10246368HCID 10246368, compound

Product 1

HCID 10401008HCID 10401008, compoundYield 74.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
19 °C

Procedure

10 cm3 of 4N hydrochloric dioxane are added to 240 mg of N-(6-chloro-1-[(1,1-dimethylethoxy)carbonyl]-1H-indazol-3-yl)-3-butenamide described previously. The mixture is stirred at about 19° C. for 17 hours. The crystalline product is filtered off on a sinter funnel, rinsed with 2×5 cm3 of ethyl acetate and with 2×5 cm3 of diethyl ether and then dried under reduced pressure (90 Pa; 40° C.). 125 mg of N-(6-chloro-1H-indazol-3-yl)-3-butenamide, in the form of the hydrochloride and melting at 150° C., are thus obtained.

Workup

  1. filtrationThe crystalline product is filtered off on a sinter funnel
  2. washrinsed with 2×5 cm3 of ethyl acetate and with 2×5 cm3 of diethyl ether
  3. customdried under reduced pressure (90 Pa; 40° C.)

Sources & evidence

ORD record
ord-ba76f1553e8b444e84752bdf3319bb4c
Source dataset
uspto-grants-2005_09
Patent number
US06949579B2

Reaction notes

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