Trimellitic anhydride → HCID 21884645, compound

HRID 722641Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][C:22]([F:25])=[C:21]([Cl:26])[CH:20]=4)=[CH:15][C:13]=3[N:14]=2)[C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.[CH:27]1[C:32]([C:33]([OH:35])=[O:34])=[CH:31][C:30]2[C:36]([O:38][C:39](=O)[C:29]=2[CH:28]=1)=[O:37]>>[CH3:9][O:8][C:5]1[C:4]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][C:22]([F:25])=[C:21]([Cl:26])[CH:20]=4)=[CH:15][C:13]=3[N:14]=2)=[CH:3][C:2]([N:1]2[C:36](=[O:37])[C:30]3[C:29](=[CH:28][CH:27]=[C:32]([C:33]([OH:35])=[O:34])[CH:31]=3)[C:39]2=[O:38])=[CH:7][CH:6]=1

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884506HCID 21884506, compound

Product 1

HCID 21884645HCID 21884645, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-methoxyphenyl)-5-(3-chloro-4-fluorophenyl)benzoxazole (60 mg, 0.16 mmol) and 1,2,4-benzenetricarboxylic anhydride (31 mg, 0.16 mmol) the title compound was obtained (75 mg, 86%). 1H NMR (DMSO) δ 13.80(s, 1H), 8.43(d, 1H), 8.32(s, 1H), 8.21(d, 1H), 8.15(s, 1H), 8.10(d, 1H), 7.99(dd, 1H), 7.88(d, 1H), 7.75(m, 3H), 7.53(t, 1H), 7.47(d, 1H), 4.03(s, 3H). MS 542.6 m/z (M+H)+.

Sources & evidence

ORD record: ord-22159e8963924efca7d06b45ad4e8153
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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