Trimellitic anhydride → HCID 21884317, compound

HRID 722594Notes

Reaction equation

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

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884417HCID 21884417, compound

Product 1

HCID 21884317HCID 21884317, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-propylaminophenyl)-6,7-difluorobenzoxazole (121 mg, 0.4 mmol) and 1,2,4-benzenetricarboxylic anhydride (96 mg, 0.5 mmol) the title compound was obtained (105 mg, 55%). 1H NMR (DMSO) δ 8.41(dd, 1H), 8.29(s, 1H), 8.25(t, 1H), 8.14(d, 1H), 8.06(d, 1H), 7.67(m, 1H), 7.50(m, 2H), 7.04(d, 1H), 3.34(m, 2H), 1.74(m, 2H), 1.05(t, 3H). MS 475.7 m/z (M−H)−.

Sources & evidence

ORD record: ord-cc622d4303b84ad7b4497634da686aee
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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