Trimellitic anhydride → HCID 10196332, compound

HRID 722665Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)=[CH:17][C:15]=3[N:16]=2)[C:5]([NH:8][CH2:9][CH2:10][CH3:11])=[CH:6][CH:7]=1.[CH:28]1[C:33]([C:34]([OH:36])=[O:35])=[CH:32][C:31]2[C:37]([O:39][C:40](=O)[C:30]=2[CH:29]=1)=[O:38]>>[CH2:9]([NH:8][C:5]1[C:4]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)=[CH:17][C:15]=3[N:16]=2)=[CH:3][C:2]([N:1]2[C:37](=[O:38])[C:31]3[C:30](=[CH:29][CH:28]=[C:33]([C:34]([OH:36])=[O:35])[CH:32]=3)[C:40]2=[O:39])=[CH:7][CH:6]=1)[CH2:10][CH3:11]

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884559HCID 21884559, compound

Product 1

HCID 10196332HCID 10196332, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-propylaminophenyl)-5-(4-fluorophenyl)benzoxazole (108 mg, 0.30 mmol) and 1,2,4-benzenetricarboxylic anhydride (57 mg, 0.30 mmol) the title compound was obtained. (74 mg, 46%). 1H NMR (DMSO) δ 13.63(s, 1H), 8.49(t, 1H), 8.42(dd, 1H), 8.31(s, 1H), 8.12(d, 1H), 8.08(m, 2H), 7.81(m, 3H), 7.68(dd, 1H), 7.47(dd, 1H), 7.32(t, 2H), 7.03(d, 1H), 3.34(m, 2H), 1.76(m, 2H), 1.07(t, 3H). MS 536.2 m/z (M+H)+.

Sources & evidence

ORD record: ord-12c597cad7ee4d1280491955a1162080
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

Loading…