3-(4-Methylpiperazin-1-yl)aniline → HCID 68677299, compound

HRID 1989057Notes

Reaction equation

HRID 1989057 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[C:10]([NH2:14])[CH:11]=[CH:12][CH:13]=2)[CH2:4][CH2:3]1.[CH2:15]([O:17][C:18]([C:20]1[C:21](=[O:40])[C:22]2[CH:27]=[N:26][C:25](S(C)(=O)=O)=[N:24][C:23]=2[N:32]([CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)[CH:33]=1)=[O:19])[CH3:16]>>[CH2:15]([O:17][C:18]([C:20]1[C:21](=[O:40])[C:22]2[CH:27]=[N:26][C:25]([NH:14][C:10]3[CH:11]=[CH:12][CH:13]=[C:8]([N:5]4[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]4)[CH:9]=3)=[N:24][C:23]=2[N:32]([CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)[CH:33]=1)=[O:19])[CH3:16]

Participants

3

Reactant 2

HCID 115646133-(4-Methylpiperazin-1-yl)anilineHCID 252234828-Cyclohexyl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Product 1

HCID 68677299HCID 68677299, compound

Procedure

Using the procedure outlined in Example 1 (g) the title compound was prepared from 3-(4-methyl-piperazin-1-yl)-phenylamine (from Example 37(A), 55 mg, 0.29 mmol) and 8-cyclohexyl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (from Example 17(e), 100 mg, 0.26 mmol). The title compound was obtained as a yellow solid (72 mg, 56%). 1H NMR (400 MHz, CDCl3) δ (ppm): 9.27 (s, 1H), 8.46 (s, 1H), 7.75 (br, 1H), 7.29 (m, 1H), 7.22 (d, J=8.5 Hz, 1H), 6.86 (m, 1H), 6.66 (d, J=8.5 Hz, 1H), 5.05 (m, 1H), 4.31 (q, J=7.1 Hz, 2H), 3.17 (t, J=4.9 Hz, 4H), 2.51 (t, J=4.9 Hz, 4H), 2.28 (s, 3H), 1.94 (m, 4H), 1.76-1.19 (m, 6H), 1.34 (t, J=7.1 Hz, 3H).

Sources & evidence

ORD record
ord-c972bc5bd5b34a9f8c6849d3037eb43f
Source dataset
uspto-grants-2010_01
Patent number
US07642270B2

Reaction notes

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