Isonicotinoyl chloride hydrochloride → HCID 57717621, compound

HRID 1984450Notes

Reaction equation

HRID 1984450 reaction equation
Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.[NH2:11][C:12]([CH3:33])([CH3:32])[CH2:13][C:14]1[N:15]([CH2:28][CH2:29][O:30][CH3:31])[N:16]=[C:17]2[C:26]=1[C:25]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:19]=[C:18]2[NH2:27]>>[NH2:27][C:18]1[C:17]2=[N:16][N:15]([CH2:28][CH2:29][O:30][CH3:31])[C:14]([CH2:13][C:12]([NH:11][C:2](=[O:9])[C:3]3[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=3)([CH3:33])[CH3:32])=[C:26]2[C:25]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[N:19]=1

Participants

3

Reactant 2

HCID 12262826Isonicotinoyl chloride hydrochlorideHCID 57717558HCID 57717558, compound

Product 1

HCID 57717621HCID 57717621, compoundYield 82.3%

Procedure

Using the method of Example 68, isonicotinoyl chloride hydrochloride (710 mg, 4.00 mmol) was reacted with 1-(2-amino-2-methylpropyl)-2-(2-methoxyethyl)-2H-pyrazolo[3,4-c]quinolin-4-amine (500 mg, 1.60 mmol, prepared as described in Example 590). The crude product was purified as described in Example 68 to provide 551 mg of N-{2-[4-amino-2-(methoxyethyl)-2H-pyrazolo[3,4-c]quinolin-1-yl]-1,1-dimethylethyl}isonicotinamide as a white solid, mp 166-168° C. MS (ESI) m/z 419 (M+H)+; Anal. Calcd for C23H26N6O2: C, 66.01; H, 6.26; N, 20.08. Found: C, 65.93; H, 6.41; N, 20.44.

Workup

  1. customThe crude product was purified

Sources & evidence

ORD record
ord-02f5e413622441b8a2f317e9932fa040
Source dataset
uspto-grants-2009_06
Patent number
US07544697B2

Reaction notes

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