5-Fluoro-2-(3-fluorophenylmethoxy)phenylboronic acid → 4-{5-Fluoro-2-[(3-fluorobenzyl)oxy]phenyl}-N-{3-[(prop-2-ylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

HRID 1405208Notes

Reaction equation

HRID 1405208 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][S:16]([CH:19]([CH3:21])[CH3:20])(=[O:18])=[O:17])[CH:10]=2)[N:3]=1.[F:22][C:23]1[CH:24]=[CH:25][C:26]([O:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([F:40])[CH:35]=2)=[C:27](B(O)O)[CH:28]=1>>[F:22][C:23]1[CH:28]=[CH:27][C:26]([O:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([F:40])[CH:35]=2)=[C:25]([C:2]2[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][S:16]([CH:19]([CH3:21])[CH3:20])(=[O:18])=[O:17])[CH:10]=3)[N:3]=2)[CH:24]=1

Participants

3

Reactant 2

HCID 433279415-Fluoro-2-(3-fluorophenylmethoxy)phenylboronic acidHCID 891559554-Chloro-N-{3-[(propan-2-ylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

Product 1

HCID 665766774-{5-Fluoro-2-[(3-fluorobenzyl)oxy]phenyl}-N-{3-[(prop-2-ylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

Procedure

A suspension of crude 4-chloro-N-{3-[(prop-2-ylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine (876 mg, 37% by weight) and {5-fluoro-2-[(3-fluorobenzyl)oxy]phenyl}boronic acid (264 mg) was treated as described in example 34. One obtained pure product (299 mg).

Workup

  1. additionwas treated

Sources & evidence

ORD record
ord-2f9538e6bc6f4a1ea83a0e40d25cca79
Source dataset
uspto-grants-2014_12
Patent number
US08916557B2

Reaction notes

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