1-Methylpiperazine → HCID 58603556, compound

HRID 14786

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH:10][C:11]2[N:16]=[C:15]([C:17]3[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=3)[CH:20]=O)[CH:14]=[CH:13][N:12]=2)=[CH:4][CH:3]=1.[CH3:25][N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>>[CH3:25][N:26]1[CH2:31][CH2:30][N:29]([CH2:20][C:19]2[CH:18]=[C:17]([C:15]3[CH:14]=[CH:13][N:12]=[C:11]([NH:10][CH2:9][CH2:8][C:5]4[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=4)[N:16]=3)[CH:24]=[CH:23][CH:22]=2)[CH2:28][CH2:27]1

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 866032623-{2-[2-(4-Hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-benzaldehyde

Product 1

HCID 58603556HCID 58603556, compound

Procedure

Intermediate 28 was coupled with N-methyl piperazine following procedure F. LC-MS showed the product had the expected M+H+ of 404. 1H NMR (Varian 300 MHz, CDCl3, shifts relative to the solvent peak at 7.24 ppm) δ 8.3 (d, 1H) 7.9 (m, 2H) 7.4 (m, 2H) 7.1 (d, 2H) 7.0 (d, 1H) 6.7 (d, 2H) 5.2 (m, 1H) 3.7 (m, 2H) 3.6 (s, 2H) 2.9 (m, 2H) 2.7 (s, 8H) 2.4 (s, 3H).

Sources & evidence

ORD record: ord-d9da69b1121c4a3a95f0f968d661931e
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07732444B2

Linked notes

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