Isopropyl iodide → (S)-N-{2-[3-(3-Chloro-4-cyanophenyl)-1H-pyrazol-1-yl]propyl}-1-isopropyl-2-methyl-1H-imidazole-4-carboxamide

HRID 872806Notes

Reaction equation

HRID 872806 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:14]=[CH:13][N:12]([C@@H:15]([CH3:26])[CH2:16][NH:17][C:18]([C:20]3[N:21]=[C:22]([CH3:25])[NH:23][CH:24]=3)=[O:19])[N:11]=2)[CH:5]=[CH:6][C:7]=1[C:8]#[N:9].I[CH:28]([CH3:30])[CH3:29]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:14]=[CH:13][N:12]([C@@H:15]([CH3:26])[CH2:16][NH:17][C:18]([C:20]3[N:21]=[C:22]([CH3:25])[N:23]([CH:28]([CH3:30])[CH3:29])[CH:24]=3)=[O:19])[N:11]=2)[CH:5]=[CH:6][C:7]=1[C:8]#[N:9]

Participants

3

Reactant 2

HCID 6362Isopropyl iodideHCID 178433044HCID 178433044, compound

Product 1

HCID 70655579(S)-N-{2-[3-(3-Chloro-4-cyanophenyl)-1H-pyrazol-1-yl]propyl}-1-isopropyl-2-methyl-1H-imidazole-4-carboxamide

Procedure

The title compound was prepared using the method of Example 253 starting from (S)—N-{2-[3-(3-chloro-4-cyanophenyl)-1H-pyrazol-1-yl]propyl}-2-methyl-1H-imidazole-4-carboxamide and 2-iodopropane. 1H NMR (400 MHz, CDCl3): 1.42 (31-1, d), 1.43 (3H, d), 1.60 (3H, d), 2.37 (3H, s), 3.77 (1H, m), 3.88 (1H, m), 4.28 (1H, m), 4.63 (1H, m), 6.58 (1H, d), 7.50 (1H, d), 7.51 (1H, t), 7.59 (1H, s), 7.66 (1H, d), 7.84 (1H, dd), 8.00 (1H, d).

Sources & evidence

ORD record
ord-8a54d5d0a40f4892acd2777858ef7f95
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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