2-Chloro-5-nitropyridine → 6-[4-(2-Trifluoromethyl-phenyl)-piperazin-1-yl]-pyridin-3-ylamine

HRID 1510262Notes

Reaction equation

HRID 1510262 reaction equation
FC(F)(F)C1C=C(C2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][N:16]=3)[CH2:11][CH2:10]2)C=CC=1.FC(F)(F)CC1C=CC=CC=1N1CCN(C2N=CC(N)=CC=2)CC1.ClC1C=CC([N+]([O-])=O)=CN=1.[F:58][C:59]([F:73])([F:72])[C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][C:61]=1[N:66]1CCNCC1>>[F:58][C:59]([F:72])([F:73])[C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][C:61]=1[N:66]1[CH2:10][CH2:11][N:12]([C:15]2[N:16]=[CH:17][C:18]([NH2:21])=[CH:19][CH:20]=2)[CH2:13][CH2:14]1

Participants

5

Reactant 4

HCID 783082-Chloro-5-nitropyridineHCID 27776701-[2-(Trifluoromethyl)phenyl]piperazineHCID 593712454-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-ylamineHCID 686373396-[4-(2-Trifluoroethyl-phenyl)-piperazin-1-yl]-pyridin-3-ylamine

Product 1

HCID 593712376-[4-(2-Trifluoromethyl-phenyl)-piperazin-1-yl]-pyridin-3-ylamine

Procedure

With a method similar to that used for the preparation of 4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-ylamine above, 6-[4-(2-trifluoroethyl-phenyl)-piperazin-1-yl]-pyridin-3-ylamine was prepared from 2-chloro-5-nitropyridine and 1-(2-trifluoromethyl-phenyl)-piperazine followed by hydrogenation. LCMS calcd for C16H17F3N4 (m/e) 322, obsd 323 (M+H).

Sources & evidence

ORD record
ord-f52914a191b94b6b9c3d0bbce0b8e136
Source dataset
uspto-grants-2012_07
Patent number
US08211914B2

Reaction notes

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