trans-2-Phenylcyclopropyl isocyanate → N-{2-[2-(4-Amino-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-1-yl)ethoxy]ethyl}-N'-[(1R*,2S*)-2-phenylcyclopropyl]urea

HRID 1245930Notes

Reaction equation

HRID 1245930 reaction equation
[C:1]1([C@@H:7]2[CH2:9][C@H:8]2[N:10]=[C:11]=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][N:19]1[C:27]2[C:26]([CH3:28])=[C:25]([CH3:29])[N:24]=[C:23]([NH2:30])[C:22]=2[N:21]=[C:20]1[CH3:31]>>[NH2:30][C:23]1[C:22]2[N:21]=[C:20]([CH3:31])[N:19]([CH2:18][CH2:17][O:16][CH2:15][CH2:14][NH:13][C:11]([NH:10][C@@H:8]3[CH2:9][C@H:7]3[C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[O:12])[C:27]=2[C:26]([CH3:28])=[C:25]([CH3:29])[N:24]=1

Participants

3

Reactant 2

HCID 255285trans-2-Phenylcyclopropyl isocyanateHCID 219130531-[2-(2-aminoethoxy)ethyl]-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-4-amine

Product 1

HCID 23520158N-{2-[2-(4-Amino-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-1-yl)ethoxy]ethyl}-N'-[(1R*,2S*)-2-phenylcyclopropyl]urea

Procedure

Using the method of Examples 54–68, trans-2-phenylcyclopropyl isocyanate 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 423.2508.

Sources & evidence

ORD record
ord-d8ab58b69dad4af691ad788bdea2b690
Source dataset
uspto-grants-2006_10
Patent number
US07125890B2

Reaction notes

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