Triethyl orthoacetate → 1-benzyl-2-methyl-1H-imidazo[4,5-c]quinoline hydrate

HRID 1789428Notes

Reaction equation

HRID 1789428 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[C:20](OCC)(OCC)([O:22]CC)[CH3:21]>C(O)(=O)C>[OH2:22].[CH2:13]([N:12]1[C:11]2[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:4]=[CH:3][C:2]=2[N:1]=[C:20]1[CH3:21])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 66221Triethyl orthoacetateHCID 15224414HCID 15224414, compound

Product 1

HCID 139584701-benzyl-2-methyl-1H-imidazo[4,5-c]quinoline hydrate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Using the method of Example 31, 3-amino-4-(benzylamino)quinoline (from Example 124, Part B) was reacted with triethyl orthoacetate and acetic acid to provide 1-benzyl-2-methyl-1H-imidazo[4,5-c]quinoline hydrate, m.p. 145°-147° C. Analysis: Calculated for C18H15N3 ·2.25H2O: % C, 68.9; % H, 6.3; % N, 13.4; Found: % C, 69.2; % H, 6.0; % N, 13.4.

Sources & evidence

ORD record
ord-2c24100fb43743379bf527993650331f
Source dataset
uspto-grants-1987_08
Patent number
US04689338

Reaction notes

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