3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) → HCID 21884453, compound

HRID 722502Notes

Reaction equation

HRID 722502 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18](Br)=[CH:17][C:15]=3[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])([O-:3])=[O:2].[Cl:22][C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][C:28]=1[F:29]>>[N+:1]([C:4]1[CH:5]=[C:6]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18]([C:25]4[CH:26]=[CH:27][C:28]([F:29])=[C:23]([Cl:22])[CH:24]=4)=[CH:17][C:15]=3[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 27346603-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 218843422-(3-Nitro-4-methoxyphenyl)-5-bromobenzoxazole

Product 1

HCID 21884453HCID 21884453, compound

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-4-methoxyphenyl)-5-bromobenzoxazole (200 mg, 0.57 mmol) and 3-chloro-4-fluorophenylboronic acid (150 mg, 0.85 mmol) the subtitle compound was obtained (163 mg, 72%). 1H NMR (CDCl3) δ 8.74(d, 1H), 8.45(dd, 1H), 7.87(d, 1H), 7.64(m, 2H), 7.52(dd, 1H), 7.49–7.44(m, 1H), 7.28–7.21(m, 2H), 4.08(s, 3H).

Sources & evidence

ORD record
ord-ac2d75d09bc3403089da52011309432f
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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