1-(4-Fluorophenyl)ethanol → HCID 10480002, compound
Reaction equation
CS[C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=2[Cl:16])[C:6]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=[CH:5][N:4]=1.[CH3:24][CH:25]([OH:33])[C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1>>[CH3:24][CH:25]([O:33][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=2[Cl:16])[C:6]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=[CH:5][N:4]=1)[C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1Participants
3
Procedure
2-Methylthio-5-(4-chlorophenyl)-4-(2,4-dichlorophenyl)pyrimidine from Reference Example 3 was reacted with α-methyl-4-fluorobenzyl alcohol according to the procedure described in Example 59 to afford 2-(α-methyl-4-fluorobenzyloxy)-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine (HRf): HPLC/MS: m/e=473 (M++1); Rt=4.80 min; 1H-NMR 400 MHz (CDCl3): δ 1.76 (d, J=9 Hz, 3H), 6.22-6.30 (dd, J=6 Hz, J=9 Hz, 1H), 6.90-7.05 (m, 4H), 7.15-7.18 (d, J=9 Hz, 2H), 7.21-7.23 (m, 3H), 7.38 (d, 1H), 7.45-7.52 (m, 2H), 8.58 (m, 1H).
Sources & evidence
- ORD record
- ord-64453442d4754399b5c428718d393eac
- Source dataset
- uspto-grants-2008_07
- Patent number
- US07405221B2
Reaction notes
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