Methanol → HCID 69743879, compound

HRID 489811Notes

Reaction equation

HRID 489811 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([O:8]C)[C:5]([C:10](=[O:27])[CH2:11][CH2:12][CH:13]2[CH2:18][CH2:17][N:16]([CH:19]([CH3:26])[C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:15][CH2:14]2)=[CH:4][C:3]=1[Cl:28].[C:29]([OH:36])(=O)/[CH:30]=[CH:31]/C(O)=O.[CH3:37]O>>[NH2:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:10](=[O:27])[CH2:11][CH2:12][CH:13]2[CH2:18][CH2:17][N:16]([CH:19]([CH3:26])[C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH2:22][CH2:37][C:29](=[O:36])[CH2:30][CH3:31])[CH2:15][CH2:14]2)=[CH:4][C:3]=1[Cl:28]

Participants

4

Reactant 3

HCID 887MethanolHCID 444972Fumaric AcidHCID 22262582HCID 22262582, compound

Product 1

HCID 69743879HCID 69743879, compound

Procedure

The title compound was prepared according to the procedure of step 3 in the example 13 using 4-{4-[3-(6-amino-5-chloro-2-methoxypyridin-3-yl)-3-oxopropyl]piperidin-1-yl}-2,2-dimethylpentan-3-one (step 1 in example 104) instead of 6-amino-5-chloro-N-{[1-(cyclohexylmethyl)-4-piperidinyl]methyl}-2-(methyloxy)-3-pyridinecarboxamide. Then treated with equal amount of fumaric acid in methanol and concentrated gave brown solid, which was recrystallized from ethanol/diethyl ether to afford the title compound as a pale brown solid.

Workup

  1. customThe title compound was prepared
  2. concentrationconcentrated
  3. customgave brown solid, which
  4. customwas recrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-11ed90b6a59a48df9203fff7f804874e
Source dataset
uspto-grants-2005_12
Patent number
US06979690B2

Reaction notes

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