N-(2-Aminoethyl)piperidine → 8-Indan-5-yl-5-oxo-2-(2-piperidin-1-yl-ethylamino)-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

HRID 12334

Reaction equation

HRID 12334 reaction equation
[N:1]1([CH2:7][CH2:8][NH2:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:10]([O:12][C:13]([C:15]1[C:16](=[O:38])[C:17]2[CH:22]=[N:21][C:20](S(C)(=O)=O)=[N:19][C:18]=2[N:27]([C:29]2[CH:30]=[C:31]3[C:35](=[CH:36][CH:37]=2)[CH2:34][CH2:33][CH2:32]3)[CH:28]=1)=[O:14])[CH3:11]>>[CH2:10]([O:12][C:13]([C:15]1[C:16](=[O:38])[C:17]2[CH:22]=[N:21][C:20]([NH:9][CH2:8][CH2:7][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[N:19][C:18]=2[N:27]([C:29]2[CH:30]=[C:31]3[C:35](=[CH:36][CH:37]=2)[CH2:34][CH2:33][CH2:32]3)[CH:28]=1)=[O:14])[CH3:11]

Participants

3

Procedure

Using the procedure outlined in Example 1(Step F) the title compound was prepared from 2-piperidin-1-yl-ethylamine (5.2 μL, 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(Step E), 15 mg, 0.036 mmol). 6.6 mg of 8-indan-5-yl-5-oxo-2-(2-piperidin-1-yl-ethylamino)-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester was obtained as a white solid. 1H NMR (300 MHz, CDCl3) δ (ppm): 9.22 (s, 1H), 8.45 (s, 1H), 7.32 (d, 1H), 7.22 (s, 1H), 7.15 (d, 1H), 6.22 (br, 1H), 4.36 (q, 2H), 3.22 (m, 2H), 3.00 (m, 4H), 2.10-2.60 (m, 8H), 1.60 (m, 6H), 1.40 (t, 3H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C26H31N5O3: 462.24 (M+H). Found: 462.4.

Sources & evidence

ORD record
ord-2e80798a5f184cd09efdc0cbdbcb7c58
Source dataset
uspto-grants-2010_06
Patent number
US07728003B2

Linked notes

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