trans-2-Phenylcyclopropyl isocyanate → 4-{2-[4-amino-2-(ethoxymethyl)-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-1-yl]ethyl}-N-[(1R*,2S*)-2-phenylcyclopropyl]piperidine-1-carboxamide

HRID 1265084Notes

Reaction equation

HRID 1265084 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.[CH2:13]([O:15][CH2:16][C:17]1[N:18]([CH2:29][CH2:30][CH:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[C:19]2[C:24]([CH3:25])=[C:23]([CH3:26])[N:22]=[C:21]([NH2:27])[C:20]=2[N:28]=1)[CH3:14]>>[NH2:27][C:21]1[C:20]2[N:28]=[C:17]([CH2:16][O:15][CH2:13][CH3:14])[N:18]([CH2:29][CH2:30][CH:31]3[CH2:36][CH2:35][N:34]([C:11]([NH:10][C@@H:8]4[CH2:9][C@H:7]4[C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)=[O:12])[CH2:33][CH2:32]3)[C:19]=2[C:24]([CH3:25])=[C:23]([CH3:26])[N:22]=1

Participants

3

Reactant 2

HCID 255285trans-2-Phenylcyclopropyl isocyanateHCID 129729622-(ethoxymethyl)-6,7-dimethyl-1-(2-piperidin-4-ylethyl)-1H-imidazo[4,5-c]pyridin-4-amine

Product 1

HCID 205758084-{2-[4-amino-2-(ethoxymethyl)-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-1-yl]ethyl}-N-[(1R*,2S*)-2-phenylcyclopropyl]piperidine-1-carboxamide

Procedure

Using the method of Examples 54-65, trans-2-phenylcyclopropyl isocyanate was reacted with 2-(ethoxymethyl)-6,7-dimethyl-1-(2-piperidin-4-ylethyl)-1H-imidazo[4,5-c]pyridin-4-amine to provide the desired compound. The observed accurate mass was 491.3139.

Sources & evidence

ORD record
ord-3e4377aa165b4d8c96a5b93a5e0c3bba
Source dataset
uspto-grants-2003_04
Patent number
US06545017B1

Reaction notes

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