HCID 22480076, compound → HCID 22480105, compound

HRID 1353848Notes

Reaction equation

HRID 1353848 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]1[CH:7]=[C:8]([C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:21]([NH2:23])=[O:22])[CH:19]=3)[N:14](C3CCCCO3)[N:13]=2)[CH:9]=[CH:10][CH:11]=1>C1(C)C=CC=CC=1>[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]1[CH:7]=[C:8]([C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:21]([NH2:23])=[O:22])[CH:19]=3)[NH:14][N:13]=2)[CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 22480076HCID 22480076, compound

Product 1

HCID 22480105HCID 22480105, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a suspension of 3-{3-[(2-methoxyethyl)amino]phenyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide in 20 mL of toluene was bubbled HCl gas for 20 min. The reaction was then stirred at room temperature overnight. The mixture was neutralized with an aqueous saturated solution of NaHCO3 and was concentrated to dryness under reduced pressure. After 2 preparatory HPLC purifications, a small amount of pure material was isolated. (0.015 g, 8% over 2 steps): 1H NMR (CD3OD) δ 8.59 (dd, 1H), 7.91 (d, 1H), 7.56 (ds, 1H), 7.29–7.20 (m, 3H), 6.73 (dt, 1H), 3.61 (t, 2H), 3.36 (s, 3H), 3.334 (t, 2H); ES-MS (m/z) 311 [M+H]+.

Workup

  1. customwas bubbled HCl gas for 20 min
  2. concentrationwas concentrated to dryness under reduced pressure
  3. customAfter 2 preparatory HPLC purifications, a small amount of pure material was isolated

Sources & evidence

ORD record
ord-c4200bddd5b34fcaac497bb2adbd9f52
Source dataset
uspto-grants-2007_05
Patent number
US07220771B2

Reaction notes

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