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

HRID 2084675Notes

Reaction equation

HRID 2084675 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][N:16]1[C:24]2[C:23]([CH3:25])=[C:22]([CH3:26])[N:21]=[C:20]([NH2:27])[C:19]=2[N:18]=[C:17]1[CH3:28]>>[NH2:27][C:20]1[C:19]2[N:18]=[C:17]([CH3:28])[N: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:24]=2[C:23]([CH3:25])=[C:22]([CH3:26])[N:21]=1

Participants

3

Reactant 2

HCID 255285trans-2-Phenylcyclopropyl isocyanateHCID 219738201-(2-aminoethyl)-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-4-amine

Product 1

HCID 59049854N-[2-(4-amino-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-1-yl)ethyl]-N'-[(1R,2S)-2-phenylcyclopropyl]urea

Procedure

Using the method of Examples 118-133, trans-2-phenylcyclopropyl isocyanate was reacted with 1-(2-aminoethyl)-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-4-amine to provide the desired compound. The observed accurate mass was 379.2235.

Sources & evidence

ORD record
ord-737141d9103a483eb73066b8bf6a0d11
Source dataset
uspto-grants-2004_04
Patent number
US06716988B2

Reaction notes

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