Methylamine → 2-Amino-N-(3-methylcarbamoyl-pyridin-4-yl)-5-(5-morpholin-4-ylmethyl-thiophen-2-yl)-nicotinamide

HRID 919241Notes

Reaction equation

HRID 919241 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[C:17](OC)=[O:18])=[O:9])=[CH:6][C:5]([C:21]2[S:22][C:23]([CH2:26][N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[CH:24][CH:25]=2)=[CH:4][N:3]=1.[CH3:33][NH2:34]>C1COCC1>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:21]2[S:22][C:23]([CH2:26][N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[CH:24][CH:25]=2)=[CH:6][C:7]=1[C:8]([NH:10][C:11]1[CH:16]=[CH:15][N:14]=[CH:13][C:12]=1[C:17](=[O:18])[NH:34][CH3:33])=[O:9]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 71060833Methyl 4-[[2-amino-5-[5-(morpholinomethyl)-2-thienyl]pyridine-3-carbonyl]amino]pyridine-3-carboxylate

Product 1

HCID 710607342-Amino-N-(3-methylcarbamoyl-pyridin-4-yl)-5-(5-morpholin-4-ylmethyl-thiophen-2-yl)-nicotinamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

100 mg of methyl 4-[[2-amino-5-[5-(morpholinomethyl)-2-thienyl]pyridine-3-carbonyl]amino]pyridine-3-carboxylate (MSC 2392368) are dissolved in 4 ml THF and 4 ml of methylamine (40% in water) are added. The mixture is stirred for 2 h at room temperature. The mixture is evaporated and treated with petrol ether and ethyl acetate. After filtration 79 mg of a yellow solid is obtained;

Workup

  1. customThe mixture is evaporated
  2. additiontreated with petrol ether and ethyl acetate
  3. filtrationAfter filtration 79 mg of a yellow solid
  4. customis obtained

Sources & evidence

ORD record
ord-425ada3c91c54f84a105ce0289626d4d
Source dataset
uspto-grants-2016_03
Patent number
US09273029B2

Reaction notes

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