Diisopropylethylamine → HCID 178494154, compound

HRID 474826Notes

Reaction equation

HRID 474826 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)=[C:5]([C:20]([F:23])([F:22])[F:21])[CH:4]=1.[CH3:24][O:25][C:26]1[N:31]=[CH:30][C:29]([CH2:32][C:33]2[C:34](=[O:40])[NH:35][C:36](=[S:39])[NH:37][CH:38]=2)=[CH:28][N:27]=1.CCN(C(C)C)C(C)C>ClCCCl>[CH3:24][O:25][C:26]1[N:27]=[CH:28][C:29]([CH2:32][C:33]2[C:34](=[O:40])[N:35]=[C:36]([S:39][CH2:2][C:3]3[CH:8]=[CH:7][C:6]([O:9][C:10]4[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=4)=[C:5]([C:20]([F:23])([F:22])[F:21])[CH:4]=3)[NH:37][CH:38]=2)=[CH:30][N:31]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 219362445-(2-Methoxypyrimidin-5-ylmethyl)-2-thiouracilHCID 866662074-(Chloromethyl)-2-(trifluoromethyl)-1-{[3-(trifluoromethyl)phenyl]oxy}benzene

Product 1

HCID 178494154HCID 178494154, compoundYield 4.4%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The same procedure as E63 from 4-(chloromethyl)-2-(trifluoromethyl)-1-{[3-(trifluoromethyl)phenyl]oxy}benzene (425 mg, 1.199 mmol), 5-{[2-(methyloxy)-5-pyrimidinyl]methyl}-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone (200 mg, 0.799 mmol) and DIPEA (0.279 mL, 1.598 mmol) in DCE (3.0 mL), except that the reaction time was prolonged to 1.5 h, to afford the title compound (20 mg, 4.40% yield). LCMS: rt=3.66 min, [M+H+]=569

Sources & evidence

ORD record
ord-99e18561140842cdbbc2f61e6da1cb2e
Source dataset
uspto-grants-2014_01
Patent number
US08637536B2

Reaction notes

Loading…