Ethyl 5-(aminomethyl)furan-2-carboxylate → Ethyl 5-(2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate

HRID 339752Notes

Reaction equation

HRID 339752 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[C:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[C:6]([CH3:20])[N:5]=[C:4]([CH3:21])[N:3]=1.N[CH2:23][C:24]1[O:28][C:27]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:26][CH:25]=1>>[CH3:21][C:4]1[N:3]=[C:2]([NH:1][CH2:23][C:24]2[O:28][C:27]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:26][CH:25]=2)[C:7]([C:8]#[C:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]([F:19])([F:17])[F:18])=[CH:14][CH:15]=2)=[C:6]([CH3:20])[N:5]=1

Participants

3

Reactant 2

HCID 565895Ethyl 5-(aminomethyl)furan-2-carboxylateHCID 680024024-Amino-2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine

Product 1

HCID 44816100Ethyl 5-(2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate

Procedure

The method described in any one of Example 1 to Example 10 and Example 23 was repeated except that 4-amino-2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine was used in place of 4-amino-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine or ethyl 5-aminomethyl-2-furancarboxylate was used in place of ethyl (4-aminomethyl)benzoate to obtain a target substance. The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.

Workup

  1. customto obtain a target substance

Sources & evidence

ORD record
ord-663090dea29540ba9f6c730e9eb4e23c
Source dataset
uspto-grants-2014_11
Patent number
US08895565B2

Reaction notes

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