Methylamine → HCID 67297273, compound

HRID 628987Notes

Reaction equation

HRID 628987 reaction equation
[CH3:1][NH2:2].[CH2:3]([O:5][C:6]([C:8]1[C:13]([O:14][CH2:15][CH3:16])=[C:12]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:11]=[C:10]([C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30]([O:32]C3C=CC=CC=3)=O)=[CH:25][CH:24]=2)[N:9]=1)=[O:7])[CH3:4]>O1CCOCC1>[CH2:3]([O:5][C:6]([C:8]1[C:13]([O:14][CH2:15][CH3:16])=[C:12]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:11]=[C:10]([C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:2][CH3:1])=[O:32])=[CH:25][CH:24]=2)[N:9]=1)=[O:7])[CH3:4]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 68274511HCID 68274511, compound

Product 1

HCID 67297273HCID 67297273, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2M Methyl amine (1.1 ml, 10 eq.) was added to a stirred solution of 5-ethoxy-6-morpholin-4-yl-2-(4-phenoxycarbonylamino-phenyl)-pyrimidine-4-carboxylic acid ethyl ester (110 mg, 1 eq.) in dioxane (3 ml), and the mixture was reacted at 80° C. overnight. The reaction mixture was concentrated and purified by flash chromatography to give a product (47.5 mg, 50%).

Workup

  1. customthe mixture was reacted at 80° C. overnight
  2. concentrationThe reaction mixture was concentrated
  3. custompurified by flash chromatography

Sources & evidence

ORD record
ord-a016a9cd34d946d4b27d2fc97840e81c
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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