1,1'-Carbonyldiimidazole → HCID 86688291, compound

HRID 334069Notes

Reaction equation

[Br:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[CH:4][CH:3]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[Cl:23][C:24]1[CH:25]=[C:26]([N:30]2[CH:34]=[N:33][C:32]([C:35]([N:37]3[CH2:42][CH2:41][NH:40][CH2:39][C:38]3([CH3:44])[CH3:43])=[O:36])=[N:31]2)[CH:27]=[CH:28][CH:29]=1>C1COCC1>[Br:1][C:2]1[N:7]=[C:6]([C:8]([N:40]2[CH2:41][CH2:42][N:37]([C:35]([C:32]3[N:33]=[CH:34][N:30]([C:26]4[CH:27]=[CH:28][CH:29]=[C:24]([Cl:23])[CH:25]=4)[N:31]=3)=[O:36])[C:38]([CH3:44])([CH3:43])[CH2:39]2)=[O:10])[CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 394 mg (1.94 mmol) 6-bromo-pyridine-2-carboxylic acid in 30 mL THF was added 369 mg (2.28 mmol) 1,1′-carbonyldiimidazole. After stiffing at 60° C. for 4 h, 520 mg (1.63 mmol) [1-(3-chloro-phenyl)-1H-[1,2,4]triazol-3-yl]-(2,2-dimethyl-piperazin-1-yl)-methanone was added. The resulting mixture was stirred at 50° C. for 12 h. The solvent was evaporated. The residue was taken up in DMF and purified by HPLC.

Workup

customThe solvent was evaporated
custompurified by HPLC

Sources & evidence

ORD record: ord-9791b8f65b7c40afaa0f558f0375101f
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883789B2

Reaction notes

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