4-Chlorophenylboronic acid → 4-[4-(2-Naphthalenyl)phenyl]pyrimidine

HRID 899028Notes

Reaction equation

HRID 899028 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.ClC1C=CN=CN=1.ClC1C=CC(B(O)O)=CC=1.[CH:31]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]=[CH:33][C:32]=1B(O)O>>[CH:39]1[C:40]2[C:35](=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:36]=[CH:37][C:38]=1[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 6428344-ChloropyrimidineHCID 2734375(Naphthalen-2-yl)boronic acidHCID 3301511Pyrimidine, 4-(4-chlorophenyl)- (9CI)

Product 1

HCID 222669884-[4-(2-Naphthalenyl)phenyl]pyrimidine

Procedure

It is easy to synthesize the following compounds in the same manner as in Example 11 except that 4-(4-chlorophenyl)pyrimidine is synthesized from 4-chloropyrimidine prepared in Example 13 and 4-chlorophenylboronic acid (made by Aldrich Co.) and was reacted with 2-naphthaleneboronic acid (made by Lancaster Co.) to obtain 4-[4-(2-naphthyl)phenyl]-pyrimidine, which is used instead of 2-(benzo[b]thienyl)-5-phenylpyridine.

Sources & evidence

ORD record
ord-9c425a08ef0d4deabceea21c836f87ed
Source dataset
uspto-grants-2008_04
Patent number
US07354662B2

Reaction notes

Loading…