HCID 86600621, compound → HCID 86600620, compound

HRID 722539Notes

Reaction equation

HRID 722539 reaction equation
[N+:1]([N:4]1[C:8]2[C:9]([O:19][CH2:20][CH:21]3[CH2:25][CH2:24][O:23][CH2:22]3)=[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:11]=[CH:12][C:7]=2[O:6][CH2:5]1)([O-])=O>[Zn]>[NH2:1][N:4]1[C:8]2[C:9]([O:19][CH2:20][CH:21]3[CH2:25][CH2:24][O:23][CH2:22]3)=[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:11]=[CH:12][C:7]=2[O:6][CH2:5]1

Participants

3

Reactant 1

HCID 86600621HCID 86600621, compound

Product 1

HCID 86600620HCID 86600620, compound

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Prepared by the method of Example 47b), from 2-(3-nitro-4-(3-tetrahydrofuranylmethoxy)-5-phenylbenzoxazole (150 mg, 0.36 mmol) and powdered zinc (235 mg, 3.6 mmol) the subtitle compound was obtained (115 mg, 83%). 1H NMR (DMSO) δ 7.98(d, 1H), 7.79(d, 1H), 7.73(m, 2H), 7.65(dd, 1H), 7.54–7.36(m, 5H), 7.02(d, 1H), 4.01(m, 2H), 3.88–3.76(m, 2H), 3.68(m, 1H), 3.59(m, 1H), 2.71(m, 1H), 2.07(m, 1H), 1.70(m, 1H).

Sources & evidence

ORD record
ord-89820daffc1e40dfa6749983db0a5811
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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