1-Methylpiperazine → [3,5-Difluoro-4-(4-methoxy-benzylamino)-phenyl]-(4-methyl-piperazin-1-yl)-methanone

HRID 912342Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([F:21])[C:10]=1[NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)[C:5]([OH:7])=O.[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>>[F:21][C:9]1[CH:8]=[C:4]([C:5]([N:26]2[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]2)=[O:7])[CH:3]=[C:2]([F:1])[C:10]=1[NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 59244777HCID 59244777, compound

Product 1

HCID 59244847[3,5-Difluoro-4-(4-methoxy-benzylamino)-phenyl]-(4-methyl-piperazin-1-yl)-methanone

Procedure

Using 3,5-difluoro-4-(4-methoxy-benzylamino)-benzoic acid (95.4 mg) obtained in Step B in Example 1-D-24 and 1-methyl-piperazine (43.3 μl) instead of 1-ethyl-piperazine, in the same manner as Step C in Example 1-D-24, the desired compound was obtained as a crude product (82 mg, 67%).

Sources & evidence

ORD record: ord-cdab4e8553384ab8b7bb6ed9dc182ca4
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022205B2

Reaction notes

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