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

HRID 930529Notes

Reaction equation

HRID 930529 reaction equation
C([O:5][C:6](=O)[NH:7][C:8]1[CH:13]=[C:12]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:11]([NH:22][C:23]([C:25]2[CH:30]=[C:29]([CH3:31])[C:28](=[O:32])[N:27]([CH3:33])[CH:26]=2)=O)=[CH:10][N:9]=1)(C)(C)C.[C:35](O)(=O)C>>[CH2:15]([N:14]1[C:12]2[CH:13]=[C:8]([NH:7][C:6](=[O:5])[CH3:35])[N:9]=[CH:10][C:11]=2[N:22]=[C:23]1[C:25]1[CH:30]=[C:29]([CH3:31])[C:28](=[O:32])[N:27]([CH3:33])[CH:26]=1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 117894049{4-Benzylamino-5-[(1,5-dimethyl-6-oxo-1,6-dihydro-pyridine-3-carbonyl)-amino]-pyridin-2-yl}-carbamic acid tert-butyl ester

Product 1

HCID 117891961N-[1-Benzyl-2-(1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1H-imidazo[4,5-c]pyridin-6-yl]-acetamide

Conditions

Temperature
170 °C

Procedure

{4-Benzylamino-5-[(1,5-dimethyl-6-oxo-1,6-dihydro-pyridine-3-carbonyl)-amino]-pyridin-2-yl}-carbamic acid tert-butyl ester II-16″ (2.000 g; 4.315 mmol) is suspended in acetic acid (5.190 g; 86 mmol) in a microwave vial and heated in a CEM microwave at 170° C. for 5 h. The reaction mixture is then concentrated under reduced pressure. The residue is used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture is then concentrated under reduced pressure
  2. customThe residue is used in the next step without further purification

Sources & evidence

ORD record
ord-c4d4d50a740f489cb3a0a3c45da73dde
Source dataset
uspto-grants-2016_03
Patent number
US09296748B2

Reaction notes

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