1-Methylpiperazine → HCID 57571700, compound

HRID 1677110Notes

Reaction equation

Cl[C:2]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[C:5]([C:6]([O:8]C)=O)=[CH:4][N:3]=1.[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.[O:23]([C:30]1[CH:38]=[CH:37][C:33]([CH2:34][CH2:35][NH2:36])=[CH:32][CH:31]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([C:2]2[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[C:5]([C:6]([NH:36][CH2:35][CH2:34][C:33]3[CH:37]=[CH:38][C:30]([O:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:31][CH:32]=3)=[O:8])=[CH:4][N:3]=2)[CH2:19][CH2:18]1

Participants

Reactant 3

HCID 531671-Methylpiperazine

HCID 1455354-Phenoxyphenethylamine

HCID 2775340Methyl 6-chloro-4-(trifluoromethyl)nicotinate

Product 1

HCID 57571700HCID 57571700, compound

Procedure

In analogy to example 1 methyl 6-chloro-4-(trifluoromethyl)nicotinate was reacted with N-methylpiperazine and then, using 4-phenoxyphenethylamine in the coupling step, converted to 6-(4-methyl-piperazin-1-yl)-N-[2-(4-phenoxy-phenyl)-ethyl]-4-trifluoro-methyl-nicotinamide. Off-white solid. MS (ISP): 485.2 ([M+H]+)

Sources & evidence

ORD record: ord-bc6855acf9274b5caaaa87bc9f8a079b
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08008305B2

Reaction notes

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