4-Fluoro-6-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)pyrimidine → 5-(6-(4-(1-(4-Fluorophenyl)ethyl)piperazin-1-yl)pyrimidin-4-yloxy)isoquinolin-1(2H)-one

HRID 1787451Notes

Reaction equation

HRID 1787451 reaction equation
F[C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH:14]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[CH3:15])[CH2:10][CH2:9]2)[N:5]=[CH:4][N:3]=1.[C:23]1([OH:34])[C:32]2[CH:31]=[CH:30][CH:29]=[C:28]([OH:33])[C:27]=2[CH:26]=[CH:25][N:24]=1>>[F:22][C:19]1[CH:20]=[CH:21][C:16]([CH:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6]3[N:5]=[CH:4][N:3]=[C:2]([O:33][C:28]4[CH:29]=[CH:30][CH:31]=[C:32]5[C:27]=4[CH:26]=[CH:25][NH:24][C:23]5=[O:34])[CH:7]=3)[CH2:9][CH2:10]2)[CH3:15])=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 576000594-Fluoro-6-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)pyrimidineHCID 178515888HCID 178515888, compound

Product 1

HCID 576000535-(6-(4-(1-(4-Fluorophenyl)ethyl)piperazin-1-yl)pyrimidin-4-yloxy)isoquinolin-1(2H)-one

Procedure

4-Fluoro-6-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)pyrimidine, Example 33(a), (0.074 g, 0.24 mmol) was reacted with 1,5-isoquinolinediol (0.058 g, 0.36 mmol, Sigma) under the conditions of Example 70 to give the title compound. Mp: 249° C. MS (ESI, pos. ion) m/z: 446 (M+1).

Sources & evidence

ORD record
ord-2b9dac34f7504e08b83ea1a64f4702c6
Source dataset
uspto-grants-2009_03
Patent number
US07511044B2

Reaction notes

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