1-(4-Fluorophenyl)pyrrolidin-3-ol → 1-(4-Chlorobenzyl)-4-{[1-(4-fluorophenyl)pyrrolidin-3-yl]oxy}-1,3,5-triazin-2(1H)-one

HRID 1477712Notes

Reaction equation

HRID 1477712 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:4](=[O:16])[N:3]=1.[F:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25]2)=[CH:20][CH:19]=1>C(Cl)(Cl)Cl>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:8][N:5]2[CH:6]=[N:7][C:2]([O:29][CH:26]3[CH2:27][CH2:28][N:24]([C:21]4[CH:22]=[CH:23][C:18]([F:17])=[CH:19][CH:20]=4)[CH2:25]3)=[N:3][C:4]2=[O:16])=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 669617041-(4-Fluorophenyl)pyrrolidin-3-olHCID 117839620HCID 117839620, compound

Product 1

HCID 1178396371-(4-Chlorobenzyl)-4-{[1-(4-fluorophenyl)pyrrolidin-3-yl]oxy}-1,3,5-triazin-2(1H)-oneYield 4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The synthesis was performed using a chloroform solution (2 mL) of 4-chloro-1-(4-chlorobenzyl)-1,3,5-triazin-2(1H)-one (67 mg, 0.26 mmol) synthesized in Reference Synthesis Example 11 and 1-(4-fluorophenyl)pyrrolidin-3-ol (71 mg, 0.39 mmol) synthesized in Reference Synthesis Example 46 in a similar manner to Synthesis Example 79 to obtain the title compound (4.0 mg, yield: 4%).

Workup

  1. customsynthesized in Reference Synthesis Example 46 in a similar manner to Synthesis Example 79

Sources & evidence

ORD record
ord-1385485c31924359aa918b9d7c7d5d8e
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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