4-(2-Morpholinoethyl)aniline → HCID 25223480, compound

HRID 1989034Notes

Reaction equation

HRID 1989034 reaction equation
[N:1]1([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH2:16]([O:18][C:19]([C:21]1[C:22](=[O:44])[C:23]2[CH:28]=[N:27][C:26](S(C)(=O)=O)=[N:25][C:24]=2[N:33]([C:35]2[CH:36]=[C:37]3[C:41](=[CH:42][CH:43]=2)[CH2:40][CH2:39][CH2:38]3)[CH:34]=1)=[O:20])[CH3:17]>>[CH2:16]([O:18][C:19]([C:21]1[C:22](=[O:44])[C:23]2[CH:28]=[N:27][C:26]([NH:15][C:12]3[CH:13]=[CH:14][C:9]([CH2:8][CH2:7][N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)=[CH:10][CH:11]=3)=[N:25][C:24]=2[N:33]([C:35]2[CH:36]=[C:37]3[C:41](=[CH:42][CH:43]=2)[CH2:40][CH2:39][CH2:38]3)[CH:34]=1)=[O:20])[CH3:17]

Participants

3

Reactant 2

HCID 219550254-(2-Morpholinoethyl)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 25223480HCID 25223480, compound

Procedure

Using the procedure outlined in Example 1(g) the title compound was prepared from 4-(2-morpholin-4-yl-ethyl)-phenylamine (49 mg, 0.24 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), 8.45 (s, 1H), 7.50 (br, 1H), 7.37 (d, J=7.9 Hz, 1H), 7.21 (m, 3H), 7.13 (d, J=7.8 Hz, 1H), 6.87 (br, 2H), 4.31 (q, J=7.0 Hz, 2H), 3.69 (br, 4H), 2.96 (t, J=7.4 Hz, 2H), 2.91 (t, J=7.4 Hz, 2H), 2.67 (br, 2H), 2.46 (br, 6H), 2.17 (m, 2H), 1.30 (t, J=7.1 Hz, 3H).

Sources & evidence

ORD record
ord-ff43e80fbf1b47b08be958eaefdc7da3
Source dataset
uspto-grants-2010_01
Patent number
US07642270B2

Reaction notes

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