Hydrochloric Acid → 2-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-6-(2-chloro-phenyl)-3H-imidazo[4,5-c]pyridine hydrochloride

HRID 570278Notes

Reaction equation

HRID 570278 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:11]2[NH:26][C:14]3[CH:15]=[N:16][C:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[Cl:25])=[CH:18][C:13]=3[N:12]=2)[N:8]([CH3:10])[N:9]=1)([CH3:4])([CH3:3])[CH3:2].Cl>CCOCC>[ClH:25].[C:1]([C:5]1[CH:6]=[C:7]([C:11]2[NH:26][C:14]3[CH:15]=[N:16][C:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[Cl:25])=[CH:18][C:13]=3[N:12]=2)[N:8]([CH3:10])[N:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1360731782-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-6-(2-chloro-phenyl)-3H-imidazo[4,5-c]pyridine

Product 1

HCID 1363374492-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-6-(2-chloro-phenyl)-3H-imidazo[4,5-c]pyridine hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 2-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-6-(2-chloro-phenyl)-3H-imidazo[4,5-c]pyridine (22.6 mg, 0.061 mmol, as prepared above) in Et2O (1 mL) was treated with 1 M HCl in Et2O (0.068 mL, 0.068 mmol). The resulting mixture was stirred at room temperature for 10 min and concentrated. The residue was dried in vacuo to yield 2-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-6-(2-chloro-phenyl)-3H-imidazo[4,5-c]pyridine hydrochloride. 1H-NMR (400 MHz, CD3OD) δ: 9.28 (s, 1H), 8.13 (s, 1H), 7.66-7.71 (m, 2H), 7.63 (td, J=7.7, 1.8 Hz, 1H), 7.53-7.60 (m, 1H), 7.02 (s, 1H), 4.36 (s, 3H), 1.35 (s, 9H). Mass Spectrum (LCMS, ESI pos.) Calculated For C20H20ClN5: 366.1 (M+H), Measured: 366.2.

Workup

  1. concentrationconcentrated
  2. customThe residue was dried in vacuo

Sources & evidence

ORD record
ord-c7adf624a0b243f0a70193429523c17d
Source dataset
uspto-grants-2015_05
Patent number
US09023846B2

Reaction notes

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