3,4-Diaminoquinoline → HCID 178419901, compound

HRID 549089Notes

Reaction equation

HRID 549089 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([NH2:11])=[C:3]([NH2:12])[CH:2]=1.[N:13]1[C:22]2[C:17](=[N:18][CH:19]=[CH:20][CH:21]=2)[C:16]([NH2:23])=[C:15]([NH2:24])[CH:14]=1>>[NH:11]1[C:4]2[C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=3[N:1]=[CH:2][C:3]=2[N:12]=[CH:14]1.[NH:23]1[C:16]2[C:17]3[N:18]=[CH:19][CH:20]=[CH:21][C:22]=3[N:13]=[CH:14][C:15]=2[N:24]=[CH:2]1

Participants

4

Reactant 2

HCID 15142893,4-DiaminoquinolineHCID 22172703[1,5]Naphthyridine-3,4-diamine

Product 2

HCID 178419901HCID 178419901, compoundHCID 1784207351h-Imidazo[4,5-c][1,5]naphthyridine

Procedure

In step (4) of Reaction Scheme I, a quinoline-3,4-diamine or [1,5]naphthyridine-3,4-diamine of Formula XIX is reacted with a carboxylic acid equivalent, which is selected such that it will provide the desired —X-Hal substituent in a 1H-imidazo[4,5-c]quinoline or 1H-imidazo[4,5-c][1,5]naphthyridine of Formula XX. Suitable carboxylic acid equivalents include ortho esters, acid halides, imidates, and imidate salts.

Workup

  1. customIn step (4) of Reaction Scheme I

Sources & evidence

ORD record
ord-959450d196af4bb7b94e1241cae1b700
Source dataset
uspto-grants-2011_05
Patent number
US07943609B2

Reaction notes

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