Butyryl chloride → HCID 23512673, compound

HRID 746591Notes

Reaction equation

HRID 746591 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[C:17]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]([NH2:18])[C:8]=2[N:7]=[C:6]1[CH3:19].[C:20](Cl)(=[O:24])[CH2:21][CH2:22][CH3:23]>>[NH2:18][C:9]1[C:8]2[N:7]=[C:6]([CH3:19])[N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:20](=[O:24])[CH2:21][CH2:22][CH3:23])[C:17]=2[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:10]=1

Participants

3

Reactant 2

HCID 8855Butyryl chlorideHCID 22344446HCID 22344446, compound

Product 1

HCID 23512673HCID 23512673, compoundYield 42%

Procedure

Using the general method of Example 205, 1-(3-aminopropyl)-2-methyl-1H-imidazo[4,5-c]quinolin4-amine (2.00 g, 7.83 mmol) was reacted with butyryl chloride (835 mg, 7.83 mmol). The product was recrystallized from methanol to provide 1.07 g of N-[3-(4-amino-2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]butanamide as a white powder, m.p. 221.8-223.3° C. Analysis: Calculated for C18H23N5O.0.25 CH4O: % C, 65.74; % H, 7.26; % N, 21.00; Found: % C, 65.79; % H, 7.14; % N, 21.25.

Workup

  1. customThe product was recrystallized from methanol

Sources & evidence

ORD record
ord-c39be1059204457cab6c99e9e8f2d004
Source dataset
uspto-grants-2008_07
Patent number
US07393859B2

Reaction notes

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