Aniline, o-iodo-N,N-dimethyl- → HCID 18760183, compound

HRID 432691Notes

Reaction equation

HRID 432691 reaction equation
[O:1]([C:8]1[C:17]2[N:18]=[CH:19][N:20]([CH2:21][CH2:22][O:23][CH2:24][C:25]#[CH:26])[C:16]=2[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.I[C:28]1[CH:36]=[CH:35][CH:34]=[CH:33][C:29]=1[N:30](C)[CH3:31]>>[CH3:31][N:30]1[C:29]2[C:28](=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:26]=[C:25]1[CH2:24][O:23][CH2:22][CH2:21][N:20]1[C:16]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[C:8]([O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[C:17]=2[N:18]=[CH:19]1

Participants

3

Reactant 2

HCID 3013933Aniline, o-iodo-N,N-dimethyl-HCID 18760197HCID 18760197, compound

Product 1

HCID 18760183HCID 18760183, compoundYield 24.2%

Procedure

Using the general method of Example 30 Part D, 4-phenoxy-1-[2-(prop-2-ynyloxy)ethyl]-1H-imidazo[4,5-c]quinoline (3.16 g, 9.20 mmol) was reacted with 2-iodo-N,N-dimethylaniline (2.5 g, 10.1 mmol) to provide a 1.0 g of 1-{2-[(1-methyl-1H-indol-2-yl)methoxy]ethyl }-4-phenoxy-1H-imidazo[4,5-c]quinoline as a pale yellow crystalline solid.

Sources & evidence

ORD record
ord-c81d48d8266845c8a24a5f10f5689232
Source dataset
uspto-grants-2003_12
Patent number
US06664260B2

Reaction notes

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