Hydrochloric Acid → N1-[3-(3-Fluorophenyl)-1H-5-indazolyl]-2-(4-pyridyl)acetamide

HRID 1983486Notes

Reaction equation

HRID 1983486 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](C(OC(C)(C)C)=O)[N:6]=[C:5]2[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=1.Cl.[N:26]1[CH:31]=[CH:30][C:29]([CH2:32][C:33](O)=[O:34])=[CH:28][CH:27]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.Cl>O1CCCC1.C(N(CC)CC)C>[F:24][C:20]1[CH:19]=[C:18]([C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([NH:1][C:33](=[O:34])[CH2:32][C:29]4[CH:30]=[CH:31][N:26]=[CH:27][CH:28]=4)[CH:3]=3)[NH:7][N:6]=2)[CH:23]=[CH:22][CH:21]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 682631,1'-CarbonyldiimidazoleHCID 810974-Pyridineacetic acid hydrochlorideHCID 22260624HCID 22260624, compound

Product 1

HCID 22260807N1-[3-(3-Fluorophenyl)-1H-5-indazolyl]-2-(4-pyridyl)acetamideYield 21.2%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8471TriethylamineSolvent

Procedure

A solution of 50 mg of tert-butyl 5-amino-3-(3-fluorophenyl)-1H-1-indazolecarboxylate produced in Production Example I-26, 26 mg of 4-pyridylacetic acid hydrochloride and 0.05 ml of triethylamine in 5 ml tetrahydrofuran was added 37 mg of 1,1′-carbonyldiimidazole as a condensing agent at room temperature. After the completion of the reaction, the reaction mixture was treated with 5 N hydrochloric acid by the procedure of Production Example I-25-b, to give 11 mg of the title compound as a colorless powder.

Workup

  1. customAfter the completion of the reaction

Sources & evidence

ORD record
ord-9db0fa3f2f6b4fa1bd895285257bf7ef
Source dataset
uspto-grants-2009_06
Patent number
US07541376B2

Reaction notes

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