[4-(4-Acetylpiperazin-1-yl)-3-methylphenyl]amine → 3,5-Dichloro-4-(morpholin-4-yl)aniline

HRID 1713873Notes

Reaction equation

HRID 1713873 reaction equation
C(N1CCN(C2C=CC(N)=CC=2C)CC1)(=O)C.[Cl:18][C:19]1[CH:24]=[C:23]([N+:25]([O-])=O)[CH:22]=[C:21]([Cl:28])[C:20]=1[N:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>>[Cl:28][C:21]1[CH:22]=[C:23]([NH2:25])[CH:24]=[C:19]([Cl:18])[C:20]=1[N:29]1[CH2:30][CH2:31][O:32][CH2:33][CH2:34]1

Participants

3

Reactant 2

HCID 5311936[4-(4-Acetylpiperazin-1-yl)-3-methylphenyl]amineHCID 126615024-(2,6-Dichloro-4-nitrophenyl)morpholine

Product 1

HCID 126615033,5-Dichloro-4-(morpholin-4-yl)aniline

Procedure

Following the general procedure of Intermediate 36 using 4-(2,6-dichloro-4-nitrophenyl)morpholine (prepared as described in J. Med. Chem., 1980, 23(10), 1083) the title compound was obtained; 1H NMR δ 3.01 (4H, t), 3.64 (4H, t), 5.50 (1H, broad s), 6.57 (2H, s); MS m/e MH+ 247.

Sources & evidence

ORD record
ord-c597767fc5df43c4a1ca3e002b1ca0bf
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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