Camphor-10-sulfonyl chloride → N-{4-[4-amino-2-(ethoxymethyl)-6-methyl-1H-imidazo[4,5-c]pyridin-1-yl]butyl}1-[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonamide

HRID 1060690

Reaction equation

HRID 1060690 reaction equation
[CH3:1][C:2]1([CH3:15])[C@:6]2([CH2:10][S:11](Cl)(=[O:13])=[O:12])[C:7]([CH2:9][C@H:3]1[CH2:4][CH2:5]2)=[O:8].[NH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]1[C:29]2[CH:28]=[C:27]([CH3:30])[N:26]=[C:25]([NH2:31])[C:24]=2[N:23]=[C:22]1[CH2:32][O:33][CH2:34][CH3:35]>>[NH2:31][C:25]1[C:24]2[N:23]=[C:22]([CH2:32][O:33][CH2:34][CH3:35])[N:21]([CH2:20][CH2:19][CH2:18][CH2:17][NH:16][S:11]([CH2:10][C@:6]34[C:2]([CH3:15])([CH3:1])[C@H:3]([CH2:4][CH2:5]3)[CH2:9][C:7]4=[O:8])(=[O:13])=[O:12])[C:29]=2[CH:28]=[C:27]([CH3:30])[N:26]=1

Participants

3

Reactant 2

HCID 88856Camphor-10-sulfonyl chlorideHCID 129729601-(4-aminobutyl)-2-ethoxymethyl-6-methyl-1H-imidazo[4,5-c]pyridin-4-amine

Product 1

HCID 60067120N-{4-[4-amino-2-(ethoxymethyl)-6-methyl-1H-imidazo[4,5-c]pyridin-1-yl]butyl}1-[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonamide

Procedure

Using the method of Examples 32-46, D-(+)-10-camphorsulfonyl chloride was reacted with 1-(4-aminobutyl)-2-ethoxymethyl-6-methyl-1H-imidazo[4,5-c]pyridin-4-amine to provide the desired product. The observed accurate mass was 565.2720.

Sources & evidence

ORD record
ord-4d1466cc231d4f82a0c7d8acd53dc6e9
Source dataset
uspto-grants-2003_02
Patent number
US06525064B1

Linked notes

Loading…