Propylamine → HCID 21884528, compound

HRID 722556Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]([C:11]2[O:12][C:13]3[CH:23]=[C:22]4[C:17]([CH:18]=[CH:19][CH:20]=[CH:21]4)=[CH:16][C:14]=3[N:15]=2)[C:7](F)=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH2:24]([NH2:27])[CH2:25][CH3:26]>>[N+:1]([C:4]1[CH:5]=[C:6]([C:11]2[O:12][C:13]3[CH:23]=[C:22]4[C:17]([CH:18]=[CH:19][CH:20]=[CH:21]4)=[CH:16][C:14]=3[N:15]=2)[C:7]([NH:27][CH2:24][CH2:25][CH3:26])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 7852Propylamine

HCID 21884644HCID 21884644, compound

Product 1

HCID 21884528HCID 21884528, compound

Procedure

Prepared by the method of Example 54a), from 2-(3-nitro-6-fluorophenyl)naphth[2,3-d]oxazole (277 mg, 0.9 mmol) and propylamine (400 μL, 5.0 mmol) the subtitle compound was obtained (250 mg, 80%). 1H NMR (DMSO) δ 9.37(t, 1H), 8.90(d, 1H), 8.38(s, 1H), 8.33(s, 1H), 8.26(dd, 1H), 8.11(m, 2H), 7.56(m, 1H), 7.11(d, 1H), 3.50(q, 2H), 1.76(m, 2H), 1.09(t, 3H).

Sources & evidence

ORD record: ord-4b31361ef6664cdba99ed12bf01854d5
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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