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

HRID 1515148Notes

Reaction equation

HRID 1515148 reaction equation
ClC1N(CC2C=CC=CC=2C#N)C(=O)NC(=O)C=1.[NH2:19][C@@H:20]1[CH2:25][CH2:24][CH2:23][N:22]([C:26]2[N:31]([CH2:32][C:33]3[CH:40]=[CH:39][CH:38]=[CH:37][C:34]=3[C:35]#[N:36])[C:30](=[O:41])[N:29](C)[C:28](=[O:43])[CH:27]=2)[CH2:21]1>>[NH2:19][C@@H:20]1[CH2:25][CH2:24][CH2:23][N:22]([C:26]2[N:31]([CH2:32][C:33]3[CH:40]=[CH:39][CH:38]=[CH:37][C:34]=3[C:35]#[N:36])[C:30](=[O:41])[NH:29][C:28](=[O:43])[CH:27]=2)[CH2:21]1

Participants

3

Reactant 2

HCID 113574682-((6-Chloro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrileHCID 11450633Alogliptin

Product 1

HCID 11278798Unii-625uxd6cji

Procedure

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

Sources & evidence

ORD record
ord-14050dbcd4ee4035bfe65fbc5fb72b7a
Source dataset
uspto-grants-2012_07
Patent number
US08222411B2

Reaction notes

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