2-((6-Chloro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile → Unii-625uxd6cji

HRID 505887Notes

Reaction equation

HRID 505887 reaction equation
ClC1N(CC2C=CC=CC=2C#N)C(=O)NC(=O)C=1.C(O)(=O)C1C=CC=CC=1.[NH2:28][CH:29]1[CH2:34][CH2:33][CH2:32][N:31]([C:35]2[N:40]([CH2:41][C:42]3[CH:49]=[CH:48][CH:47]=[CH:46][C:43]=3[C:44]#[N:45])[C:39](=[O:50])[N:38](C)[C:37](=[O:52])[CH:36]=2)[CH2:30]1>>[NH2:28][C@@H:29]1[CH2:34][CH2:33][CH2:32][N:31]([C:35]2[N:40]([CH2:41][C:42]3[CH:49]=[CH:48][CH:47]=[CH:46][C:43]=3[C:44]#[N:45])[C:39](=[O:50])[NH:38][C:37](=[O:52])[CH:36]=2)[CH2:30]1

Participants

3

Reactant 2

HCID 113574682-((6-Chloro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrileHCID 666977522-[[6-(3-Aminopiperidin-1-yl)-3-methyl-2,4-dioxopyrimidin-1-yl]methyl]benzonitrile;benzoic acid

Product 1

HCID 11278798Unii-625uxd6cji

Procedure

The title compound 6 was prepared from compound 2 by the procedure used in preparation of compound 4. 1H-NMR (400 MHz, CDCl3-CD3OD 10:1): δ 7.65 (d, J=7.5 Hz, 1H), 7.58 (t, J=7.8 Hz, 1H), 7.39 (t, J=7.5 Hz, 1H), 7.27 (d, J=7.8 Hz, 1H), 5.32 (s, 1H), 5.13-5.13 (ABq, 2H, J=30.0, 15.0 Hz), 3.39 (m, 2H), 2.95 (m, 2H), 2.69 (m, 1H), 2.12 (m, 1H), 1.85 (m, 1H), 1.64 (m, 2H). MS (ES) [m+H] calc'd for C17H20N5O2, 326.2; found, 326.2.

Sources & evidence

ORD record
ord-987af7df9f0943488e36c157fb2e6ab5
Source dataset
uspto-grants-2010_08
Patent number
US07781584B2

Reaction notes

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