HCID 66977630, compound → 1-[4-Cloro-3-(3H-imidazo[4,5-c]pyridin-2-yl)-phenyl]-piperidine-4-carboxylic acid hydrochloride

HRID 77092Notes

Reaction equation

C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([C:19]3[NH:27][C:22]4[CH:23]=[N:24][CH:25]=[CH:26][C:21]=4[N:20]=3)[CH:13]=2)[CH2:8][CH2:7]1)=[O:5])C>Cl>[ClH:18].[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([N:9]2[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]2)=[CH:13][C:14]=1[C:19]1[NH:27][C:22]2[CH:23]=[N:24][CH:25]=[CH:26][C:21]=2[N:20]=1

Participants

Conditions

Temperature: 120 °C

Procedure

Method C—Step e A mixture of 1-[4-Chloro-3-(3H-imidazo[4,5-c]pyridin-2-yl)-phenyl]piperidine-4-carboxylic acid ethyl ester (0.60 g, 1.56 mmol) in 6N HCl (15 mL) was heated in microwave at 120° C. for 20 minutes; 2 cycles were needed to complete conversion. Then solvent was removed under vacuum to obtain 0.61 g of a mixture of the title compound and 2-(5-Bromo-2-chloro-phenyl)-3H-imidazo[4,5-c]pyridine (coming from the previous step), with a ratio of 7:3.

Workup

customThen solvent was removed under vacuum

Sources & evidence

ORD record: ord-c70054df4d6748b7bf58496201118e5d
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08835648B2

Reaction notes

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