1-Methylpiperazine → HCID 10004789, compound

HRID 2113969Notes

Reaction equation

HRID 2113969 reaction equation
Br[CH2:2][CH2:3][C:4]([NH:6][C:7]1[S:8][C:9]([C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)[N:14]=2)=[C:10]([CH3:12])[N:11]=1)=[O:5].[CH3:28][N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1>CC#N>[CH3:27][O:26][C:23]1[CH:24]=[CH:25][C:20]([NH:19][C:15]2[N:14]=[C:13]([C:9]3[S:8][C:7]([NH:6][C:4](=[O:5])[CH2:3][CH2:2][N:32]4[CH2:33][CH2:34][N:29]([CH3:28])[CH2:30][CH2:31]4)=[N:11][C:10]=3[CH3:12])[CH:18]=[CH:17][N:16]=2)=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 86600464HCID 86600464, compound

Product 1

HCID 10004789HCID 10004789, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By treatment of 3-bromo-N-{5-[2-(4-methoxyphenylamino)-pyrimidin-4-yl]-4-methyl-thiazol-2-yl}-propionamide with 1-methyl-piperazine. Anal. RP-HPLC: tR=13.0 min (0-60% MeCN, purity>94%). 1H-NMR (DMSO-D6) δ: 1.17 (m, 2H, CH2), 2.11 (m, 2H, CH2), 2.48 (m, 4H, CH2), 2.57 (s, 3H, CH3), 3.28 (s, 3H, CH3), 3.30 (m, 4H, CH2), 3.72 (s, 3H, CH3), 6.85 (m, 2H, Ph-H), 6.97 (m, 1H, pyrimidinyl-H), 7.63 (m, 2H, Ph-H), 8.38 (d, 1H, J=5.1 Hz, pyrimidinyl-H). MS (ESI+) m/z 468.57 [M+H]+ (C23H26N7SO2 requires 467.59).

Sources & evidence

ORD record
ord-50d96837ab474498abbc1a28a7775c55
Source dataset
uspto-grants-2008_10
Patent number
US07432260B2

Reaction notes

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