Methanol → HCID 19787876, compound

HRID 1656516Notes

Reaction equation

HRID 1656516 reaction equation
[NH2:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][C:10]([NH:12][CH:13]([CH:20]([CH3:22])[CH3:21])[C:14](=[O:19])[C:15]([F:18])([F:17])[F:16])=[O:11])[C:5]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[N:4][CH:3]=1.[N:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH2:35][OH:36].[CH3:37][OH:38]>ClCCl>[O:8]=[C:7]1[N:6]([CH2:9][C:10]([NH:12][CH:13]([CH:20]([CH3:22])[CH3:21])[C:14](=[O:19])[C:15]([F:16])([F:18])[F:17])=[O:11])[C:5]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[N:4][CH:3]=[C:2]1[NH:1][C:37]([O:36][CH2:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][N:29]=1)=[O:38]

Participants

5

Reactant 3

HCID 887MethanolHCID 11474PiconolHCID 19787906HCID 19787906, compound

Product 1

HCID 19787876HCID 19787876, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(5-Amino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide and 2-pyridylcarbinol were subjected to a procedure similar to that described in Example 3.a. Chromatography, with methanol:dichloromethane (gradient, 3:97, 5:95) as the eluent, gave 2-[6-oxo-2-phenyl-5-(2-pyridylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide as a tan solid; 300 MHz NMR (DMSO/D2O): 8.53 (d,1), 8.43 (d,1), 7.80 (t,1), 7.4 (m,7), 5.21 (s,2), 4.57 (d,1), 4.47 (d,1), 4.02 (s,1), 2.20 (m,1), 0.81 (d,3), 0.73 (d,3).

Sources & evidence

ORD record
ord-25d2d01708c24febae226c8d2a316cd1
Source dataset
uspto-grants-1993_10
Patent number
US05254558

Reaction notes

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