Benzenamine, 4-(4-morpholinyl)- → HCID 16059273, compound

HRID 1989006Notes

Reaction equation

HRID 1989006 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH2:14]([O:16][C:17]([C:19]1[C:20](=[O:42])[C:21]2[CH:26]=[N:25][C:24](S(C)(=O)=O)=[N:23][C:22]=2[N:31]([C:33]2[CH:34]=[C:35]3[C:39](=[CH:40][CH:41]=2)[CH2:38][CH2:37][CH2:36]3)[CH:32]=1)=[O:18])[CH3:15]>>[CH2:14]([O:16][C:17]([C:19]1[C:20](=[O:42])[C:21]2[CH:26]=[N:25][C:24]([NH:13][C:10]3[CH:9]=[CH:8][C:7]([N:1]4[CH2:2][CH2:3][O:4][CH2:5][CH2:6]4)=[CH:12][CH:11]=3)=[N:23][C:22]=2[N:31]([C:33]2[CH:34]=[C:35]3[C:39](=[CH:40][CH:41]=2)[CH2:38][CH2:37][CH2:36]3)[CH:32]=1)=[O:18])[CH3:15]

Participants

3

Reactant 2

HCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 252229828-Indan-5-yl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Product 1

HCID 16059273HCID 16059273, compoundYield 64.6%

Procedure

Using the procedure outlined in Example 1 (g) the title compound was prepared from 4-morpholin-4-yl-phenylamine (6.5 mg, 0.036 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, 15 mg, 0.036 mmol). 11.9 mg of 8-indan-5-yl-2-(4-morpholin-4-yl-phenylamino)-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester was obtained as a yellow solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 9.38 (br, 1H), 8.53 (s, 1H), 7.69 (br, 1H), 7.43 (d, 1H), 7.23 (m, 4H), 6.64 (br, 2H), 4.36 (q, 2H), 3.87 (m, 4H), 3.04 (m, 8H), 2.22 (m, 2H), 1.39 (t, 3H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C29H29N5O4: 512.24 (M+H), Found: 512.4.

Sources & evidence

ORD record
ord-1556465611d340df8dd1cb63455dd921
Source dataset
uspto-grants-2010_01
Patent number
US07642270B2

Reaction notes

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