N-[1-Benzyl-2-(1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1H-imidazo[4,5-c]pyridin-6-yl]-acetamide → 5-(6-Amino-1-benzyl-1H-imidazo[4,5-c]pyridin-2-yl)-1,3-dimethyl-1H-pyridin-2-one

HRID 930530Notes

Reaction equation

[CH2:1]([N:8]1[C:16]2[CH:15]=[C:14]([NH:17]C(=O)C)[N:13]=[CH:12][C:11]=2[N:10]=[C:9]1[C:21]1[CH:26]=[C:25]([CH3:27])[C:24](=[O:28])[N:23]([CH3:29])[CH:22]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Cl>[NH2:17][C:14]1[N:13]=[CH:12][C:11]2[N:10]=[C:9]([C:21]3[CH:26]=[C:25]([CH3:27])[C:24](=[O:28])[N:23]([CH3:29])[CH:22]=3)[N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:16]=2[CH:15]=1

Participants

Conditions

Temperature: 100 °C

Procedure

N-[1-Benzyl-2-(1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1H-imidazo[4,5-c]pyridin-6-yl]-acetamide II-16′ (1.67 g; 4.315 mmol) is suspended in 6 N HCl. The reaction mixture is stirred for 1 h at 100° C. The reaction is then cooled to RT and quenched slowly with sodium bicarbonate, precipitation of the product occurs. The product is filtered off and dried under vacuum.

Workup

temperatureThe reaction is then cooled to RT
customquenched slowly with sodium bicarbonate, precipitation of the product
filtrationThe product is filtered off
customdried under vacuum

Sources & evidence

ORD record: ord-06ef717cfae449f49d3106a3eaf95f39
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296748B2

Reaction notes

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