Camphor-10-sulfonyl chloride → n-{2-[2-(4-Amino-2,6,7-trimethyl-imidazo[4,5-c]pyridin-1-yl)-ethoxy]-ethyl}-c-(7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)methanesulfonamide

HRID 1008036

Reaction equation

HRID 1008036 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][O:19][CH2:20][CH2:21][N:22]1[C:30]2[C:29]([CH3:31])=[C:28]([CH3:32])[N:27]=[C:26]([NH2:33])[C:25]=2[N:24]=[C:23]1[CH3:34]>>[NH2:33][C:26]1[C:25]2[N:24]=[C:23]([CH3:34])[N:22]([CH2:21][CH2:20][O:19][CH2:18][CH2:17][NH:16][S:11]([CH2:10][C:6]34[C:2]([CH3:15])([CH3:1])[CH:3]([CH2:4][CH2:5]3)[CH2:9][C:7]4=[O:8])(=[O:13])=[O:12])[C:30]=2[C:29]([CH3:31])=[C:28]([CH3:32])[N:27]=1

Participants

3

Reactant 2

HCID 88856Camphor-10-sulfonyl chlorideHCID 219130531-[2-(2-aminoethoxy)ethyl]-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-4-amine

Product 1

HCID 21913450n-{2-[2-(4-Amino-2,6,7-trimethyl-imidazo[4,5-c]pyridin-1-yl)-ethoxy]-ethyl}-c-(7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)methanesulfonamide

Procedure

Using the method of Examples 34-50, D-(+)-10-camphorsulfonyl chloride was reacted with 1-[2-(2-aminoethoxy)ethyl]-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-4-amine to provide the desired compound. The product was purified using Method A. The observed accurate mass was 478.2455.

Sources & evidence

ORD record
ord-46c21a78bd7948f484de42aab76c9d7f
Source dataset
uspto-grants-2004_09
Patent number
US06797718B2

Linked notes

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