3-(4-Methylpiperazin-1-yl)aniline → HCID 68678605, compound

HRID 1989043Notes

Reaction equation

HRID 1989043 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:43])[C:22]2[CH:27]=[N:26][C:25](S(C)(=O)=O)=[N:24][C:23]=2[N:32]([C:34]2[CH:35]=[C:36]3[C:40](=[CH:41][CH:42]=2)[CH2:39][CH2:38][CH2:37]3)[CH:33]=1)=[O:19])[CH3:16]>>[CH2:15]([O:17][C:18]([C:20]1[C:21](=[O:43])[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]([C:34]2[CH:35]=[C:36]3[C:40](=[CH:41][CH:42]=2)[CH2:39][CH2:38][CH2:37]3)[CH:33]=1)=[O:19])[CH3:16]

Participants

3

Reactant 2

HCID 115646133-(4-Methylpiperazin-1-yl)anilineHCID 252229828-Indan-5-yl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Product 1

HCID 68678605HCID 68678605, compound

Procedure

Using the procedure outlined in Example 1(g) the title compound was prepared from 3-(4-methyl-piperazin-1-yl)-phenylamine (50 mg, 0.27 mmol) and 8-indan-5-yl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (from Example 1(e) above, 100 mg, 0.24 mmol). The title compound was obtained as a yellow solid (60 mg, 46%). 1H NMR (400 MHz, CDCl3) δ (ppm): 9.29 (s, 1H), 8.44 (s, 1H), 7.49 (br, 1H), 7.31 (d, J=7.9 Hz, 1H), 7.20 (m, 2H), 7.09 (d, J=7.8 Hz, 1H), 6.94 (d, J=7.9 Hz, 1H), 6.87 (br, 1H), 6.52 (d, J=7.9 Hz, 1H), 4.32 (q, J=7.1 Hz, 2H), 3.02-2.90 (m, 8H), 2.45 (m, 4H), 2.26 (s, 3H), 2.14 (m, 2H), 1.32 (t, J=7.1 Hz, 3H).

Sources & evidence

ORD record
ord-78b2b11cd1914ca3917f40db10e5d1c4
Source dataset
uspto-grants-2010_01
Patent number
US07642270B2

Reaction notes

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