(7-Benzyloxy-3-nitroquinolin-4-yl)-(2-phenoxyethyl)amine → 6-(benzyloxy)-N4-methylquinoline-3,4-diamine

HRID 598304Notes

Reaction equation

HRID 598304 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([N+]([O-])=O)=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[CH:14][CH:13]=[C:12]2[NH:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC1C=C2C(C(NCCOC3C=CC=CC=3)=C([N+]([O-])=O)C=[N:39]2)=CC=1)C1C=CC=CC=1>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[CH:14][C:13]([NH2:39])=[C:12]2[NH:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 67050949(7-Benzyloxy-3-nitroquinolin-4-yl)-(2-phenoxyethyl)amineHCID 67051134N-(6-benzyloxy-5-nitroquinolin-4-yl)-N-methylamine

Product 1

HCID 670510076-(benzyloxy)-N4-methylquinoline-3,4-diamine

Procedure

The general method described in Part B of Example 46 was followed using N-(6-benzyloxy-5-nitroquinolin-4-yl)-N-methylamine (11.36 g, 36.7 mmol) in lieu of (7-benzyloxy-3-nitroquinolin-4-yl)-(2-phenoxyethyl)amine. 6-Benzyloxy-N4-methylquinoline-3,4-diamine (7.91 g) was obtained as a dark yellow oil and used without purification.

Sources & evidence

ORD record
ord-c9f1404348794c79954c2f03b5bd48e7
Source dataset
uspto-grants-2011_03
Patent number
US07897597B2

Reaction notes

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