2-Chloro-4,6-dimethylpyrimidine → HCID 52915316, compound

HRID 2175039Notes

Reaction equation

[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([N:9]1[CH:16]2[CH:11]([CH2:12][CH2:13][NH:14][CH2:15]2)[CH2:10]1)=[O:8].Cl[C:24]1[N:29]=[C:28]([CH3:30])[CH:27]=[C:26]([CH3:31])[N:25]=1.ClC1C=NC2C(=CC=CC=2)N=1>>[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([N:9]1[C@@H:16]2[C@@H:11]([CH2:12][CH2:13][N:14]([C:24]3[N:29]=[C:28]([CH3:30])[CH:27]=[C:26]([CH3:31])[N:25]=3)[CH2:15]2)[CH2:10]1)=[O:8]

Participants

Reactant 3

HCID 205502-Chloro-4,6-dimethylpyrimidine

HCID 2389382-Chloroquinoxaline

HCID 67086667HCID 67086667, compound

Product 1

HCID 52915316HCID 52915316, compound

Procedure

The title compound was prepared in a manner analogous to Example 1, substituting (1R,6S) biphenyl-2-yl-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)-methanone for biphenyl-2-yl-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)-methanone and 2-chloro-4,6-dimethyl-pyrimidine for 2-chloro quinoxaline. MS (ESI) mass calcd. for C25H26N4O, 398.50; m/z found 399.2 [M+H]+. 1H NMR (CDCl3): 7.54-7.31 (m, 7H), 7.25-7.11 (m, 2H), 6.33-6.23 (m 1H), 4.64-4.36 (0.5H), 4.00-3.39 (m, 5H), 3.25-2.85 (m, 1.25H), 2.60-2.37 (m, 1.25H), 2.33 (s, 3H), 2.25 (s, 3H), 2.00-1.37 (m, 2H).

Sources & evidence

ORD record: ord-282ce866bf424f858457554f0c58d99e
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09062044B2

Reaction notes

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