(2S)-1-{[4-(tert-butyl)phenyl]sulfonyl}pyrrolidine-2-carboxylic acid → HCID 68820041, compound

HRID 353885Notes

Reaction equation

HRID 353885 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:18]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]=[C:10]([NH2:19])[C:9]=2[N:8]=[C:7]1[CH2:20][CH2:21][O:22][CH3:23].[C:24]([C:28]1[CH:33]=[CH:32][C:31]([S:34]([N:37]2[CH2:44][CH2:43][CH2:42][C@H:38]2[C:39](O)=[O:40])(=[O:36])=[O:35])=[CH:30][CH:29]=1)([CH3:27])([CH3:26])[CH3:25]>>[NH2:19][C:10]1[C:9]2[N:8]=[C:7]([CH2:20][CH2:21][O:22][CH3:23])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:39](=[O:40])[C@@H:38]3[CH2:42][CH2:43][CH2:44][N:37]3[S:34]([C:31]3[CH:32]=[CH:33][C:28]([C:24]([CH3:26])([CH3:25])[CH3:27])=[CH:29][CH:30]=3)(=[O:36])=[O:35])[C:18]=2[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:11]=1

Participants

3

Reactant 2

HCID 676250(2S)-1-{[4-(tert-butyl)phenyl]sulfonyl}pyrrolidine-2-carboxylic acidHCID 221808721-(4-aminobutyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-4-amine

Product 1

HCID 68820041HCID 68820041, compoundYield 15.8%

Procedure

Using the general method of Example 181 1-(4-aminobutyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-4-amine (400 mg, 1.28 mmol) was reacted with N-(4-tert-butylphenylsulfonyl)-L-proline (477 mg, 1.53 mmol) to provide 123 mg of N-{4-[4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]butyl}-1-[(4-tert-butylphenyl)sulfonyl]-L-prolinamide as a brown oil.

Sources & evidence

ORD record
ord-301742016407456cb481ba715ce74193
Source dataset
uspto-grants-2004_06
Patent number
US06756382B2

Reaction notes

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