HCID 178473788, compound → HCID 178505426, compound

HRID 713418Notes

Reaction equation

HRID 713418 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]3[CH2:16][CH2:15][N:14](C(=O)C)[CH2:13][CH2:12]3)=[N:7][NH:8]2)=[CH:4][CH:3]=1>Cl>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)=[N:7][NH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 178473788HCID 178473788, compound

Product 1

HCID 178505426HCID 178505426, compoundYield 117.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
-78 °C

Procedure

A solution of 1-[4-(6-fluoro-1H-indazol-3-yl)-piperidin-1-yl]-ethanone (0.60 g, 2.3 mmol) in 4 mL of 6 N HCl was stirred at reflux for 6 hours. It was frozen at −78° C. and lyophilized for 24 hours to yield the title compound as a white solid (0.61 g, 2.7 mmol, >99% yield). MS (ESI) m/z 219.9 (M+H+); HPLC (Novapak 150×3.9 mm C-18 column: mobile phase: 35-90% acetonitrile/water with 0.1% TFA, at 2 mL/min over 2 min.) t 0.96 min.

Workup

  1. temperatureat reflux for 6 hours

Sources & evidence

ORD record
ord-9c8ee99169014eeebf3b367594afa4fa
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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