5-(Piperidin-4-YL)-1H-indazole → (4-Cyclobutyl-2-methyl-5-(5-methyl-4H-1,2,4-triazol-3-yl)phenyl)(4-(imidazo[1,2-a]pyridin-6-yl)piperidin-1-yl)methanone

HRID 1487947Notes

Reaction equation

HRID 1487947 reaction equation
[CH:1]1([C:5]2[C:13]([C:14]3[NH:18][C:17]([CH3:19])=[N:16][N:15]=3)=[CH:12][C:8]([C:9]([OH:11])=O)=[C:7]([CH3:20])[CH:6]=2)[CH2:4][CH2:3][CH2:2]1.C1(C2C(C(=O)NC)=CC(C(O)=O)=C(C)C=2)CCC1.Cl.[NH:40]1[CH2:45][CH2:44][CH:43]([C:46]2[CH:47]=[CH:48][C:49]3[N:50]([CH:52]=[CH:53][N:54]=3)[CH:51]=2)[CH2:42][CH2:41]1.N1CCC(C2C=C3C(=CC=2)NN=C3)CC1>>[CH:1]1([C:5]2[C:13]([C:14]3[NH:18][C:17]([CH3:19])=[N:16][N:15]=3)=[CH:12][C:8]([C:9]([N:40]3[CH2:41][CH2:42][CH:43]([C:46]4[CH:47]=[CH:48][C:49]5[N:50]([CH:52]=[CH:53][N:54]=5)[CH:51]=4)[CH2:44][CH2:45]3)=[O:11])=[C:7]([CH3:20])[CH:6]=2)[CH2:2][CH2:3][CH2:4]1

Participants

5

Reactant 4

HCID 497608595-(Piperidin-4-YL)-1H-indazoleHCID 900220514-Cyclobutyl-2-methyl-5-(methylcarbamoyl)benzoic acidHCID 900303826-(Piperidin-4-yl)imidazo[1,2-a]pyridine hydrochloride2×HCID 178433965HCID 178433965, compound2×

Product 1

HCID 178433959(4-Cyclobutyl-2-methyl-5-(5-methyl-4H-1,2,4-triazol-3-yl)phenyl)(4-(imidazo[1,2-a]pyridin-6-yl)piperidin-1-yl)methanone

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 62, except 4-cyclobutyl-2-methyl-5-(5-methyl-4H-1,2,4-triazol-3-yl)benzoic acid (compound 78.4, 100 mg) was used in place of 4-cyclobutyl-2-methyl-5-(methylcarbamoyl)benzoic acid (compound 62.3) and 6-(piperidin-4-yl)imidazo[1,2-a]pyridine hydrochloride (compound 78.5, 88 mg) was used in place of 5-(piperidin-4-yl)-1H-indazole (compound 62.5). The title compound was obtained as a white solid (35.6 mg, 21%). m/z (ES+) 455 (M+H)+

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-474b15452321455f916bc2b9fb33db91
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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