1-Phenyl-1,3,8-triazaspiro(4.5)decan-4-one → HCID 66800080, compound

HRID 528018Notes

Reaction equation

HRID 528018 reaction equation
[CH3:1][N:2]1[C:11]2[N:10]=[CH:9][N:8]=[C:7]([N:12]3[CH2:17][CH2:16][CH:15]([N:18]4[C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=5[NH:20][C:19]4=O)[CH2:14][CH2:13]3)[C:6]=2[N:5]=[C:4]([O:28][CH3:29])[C:3]1=[O:30].N1CCC(N2C3C=CC=CC=3N[C:38]2=[O:46])CC1.C1(N2C3(CCNCC3)C(=O)NC2)C=CC=CC=1>>[CH3:29][O:28][C:4]1[C:3](=[O:30])[N:2]([CH3:1])[C:11]2[N:10]=[CH:9][N:8]=[C:7]([N:12]3[CH2:17][CH2:16][C:15]4([N:18]([C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][CH:21]=5)[CH2:19][NH:20][C:38]4=[O:46])[CH2:14][CH2:13]3)[C:6]=2[N:5]=1

Participants

4

Reactant 3

HCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-oneHCID 886381,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 66799879HCID 66799879, compound

Product 1

HCID 66800080HCID 66800080, compound

Procedure

6-methoxy-8-methyl-4-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]dec-8-yl)pteridin-7(8H)-one was prepared in an analogous fashion to 8-methyl-6-(methyloxy)-4-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]pteridin-7(8H)-one, in which the 1-piperidin-4-yl-1,3-dihydro-2H-benzimidazol-2-one was replaced with commercially available 1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one. 1H NMR (400 MHz, DMSO-d6): δ 8.82 (s, 1H), 8.37 (s, 1H), 7.08 (t, 2H), 6.66 (t, 1H), 6.61 (d, 1H), 4.99 (d, 2H), 4.60 (s, 2H), 3.81 (s, 3H), 3.57 (s, 3H), 2.63 (m, 2H), 1.76 (d, 2H); MS (EI) for C21H23N7O3; 422 (MH+).

Sources & evidence

ORD record
ord-fca574c6dadc44caa5eff4828d58bc35
Source dataset
uspto-grants-2016_05
Patent number
US09346807B2

Reaction notes

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