23138-53-6 → Methyl 4-({[4-(4-isopropoxy-6-morpholin-4-yl-1,3,5-triazin-2-yl)phenyl]carbamoyl}amino)benzoate

HRID 2094564Notes

Reaction equation

HRID 2094564 reaction equation
[CH:1]([O:4][C:5]1[N:10]=[C:9]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[N:8]=[C:7]([C:17]2[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=2)[N:6]=1)([CH3:3])[CH3:2].[C:24]([C:28]1[CH:33]=[CH:32][C:31]([N:34]=[C:35]=[O:36])=[CH:30][CH:29]=1)([O:26][CH3:27])=[O:25]>C(N(CC)CC)C>[CH:1]([O:4][C:5]1[N:10]=[C:9]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[N:8]=[C:7]([C:17]2[CH:23]=[CH:22][C:20]([NH:21][C:35]([NH:34][C:31]3[CH:32]=[CH:33][C:28]([C:24]([O:26][CH3:27])=[O:25])=[CH:29][CH:30]=3)=[O:36])=[CH:19][CH:18]=2)[N:6]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 28045423138-53-6HCID 67021898HCID 67021898, compound

Product 1

HCID 44517287Methyl 4-({[4-(4-isopropoxy-6-morpholin-4-yl-1,3,5-triazin-2-yl)phenyl]carbamoyl}amino)benzoate

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 4-(4-isopropoxy-6-morpholino-1,3,5-triazin-2-yl)aniline (1.3 g, 4.1 mmol), triethylamine (2 ml) and 4-carbomethoxy-phenylisocyanate (1451 mg, 8.2 mmol) was stirred for 48 hours and quenched with water and washed well. The organic layer was dried and filtered. It was concentrated and purified by column chromatography by eluting it initially with 10% ethyl acetate:hexane and latter with 40% ethyl acetate:hexane. White solid; 600 mg, 30%; MS (ESI) m/z 492.5.

Workup

  1. customquenched with water
  2. washwashed well
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. concentrationIt was concentrated
  6. custompurified by column chromatography
  7. washby eluting it initially with 10% ethyl acetate

Sources & evidence

ORD record
ord-3895f0da24dd440d944f7b3e94a4bd07
Source dataset
uspto-grants-2013_05
Patent number
US08445486B2

Reaction notes

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