2-Chlorobenzoxazole → HCID 52915314, compound

HRID 2175036Notes

Reaction equation

HRID 2175036 reaction equation
[CH:1]12[N:8]([C:9]([C:11]3[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=3[O:19][CH3:20])=[O:10])[CH2:7][CH:6]1[CH2:5][CH2:4][NH:3][CH2:2]2.C1(C2C=CC=CC=2)C=CC=CC=1C(N1C2C(CCNC2)C1)=O.Cl[C:44]1[O:45][C:46]2[CH:52]=[CH:51][CH:50]=[CH:49][C:47]=2[N:48]=1.ClC1C=NC2C(=CC=CC=2)N=1>>[O:45]1[C:46]2[CH:52]=[CH:51][CH:50]=[CH:49][C:47]=2[N:48]=[C:44]1[N:3]1[CH2:4][CH2:5][CH:6]2[CH:1]([N:8]([C:9]([C:11]3[C:12]([O:19][CH3:20])=[CH:13][CH:14]=[CH:15][C:16]=3[O:17][CH3:18])=[O:10])[CH2:7]2)[CH2:2]1

Participants

5

Reactant 4

HCID 119862-ChlorobenzoxazoleHCID 2389382-ChloroquinoxalineHCID 67086559HCID 67086559, compound2×HCID 67086667HCID 67086667, compound

Product 1

HCID 52915314HCID 52915314, compound

Procedure

The title compound was prepared in a manner analogous to Example 1, substituting the trifluoro acetic acid salt of (3,8-diaza-bicyclo[4.2.0]oct-8-yl)-(2,6-dimethoxy-phenyl)-methanone (Intermediate 4) for biphenyl-2-yl-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)methanone and 2-chlorobenzoxazole for 2-chloro quinoxaline. MS (ESI) mass calcd. for C22H23N3O3, 393.45; m/z found, 394.0 [M+H]+. 1H NMR (CDCl3): 7.54-7.26 (m, 3H), 7.24-7.10 (m, 2H), 7.08-7.02 (m, 0.6H), 6.80-6.73 (m, 0.4H), 6.33-6.22 (m, 1H), 4.74-4.64 (m, 1H), 4.14-3.56 (m, 5H), 3.50-3.35 (m, 1H), 2.99-2.85 (m, 1H), 2.72-2.56 (m, 1H), 2.36-2.20 (m, 5H), 2.03-1.78 (m, 2H).

Sources & evidence

ORD record
ord-c9b2ac09915b4ea89beadf0dcb281a12
Source dataset
uspto-grants-2015_06
Patent number
US09062044B2

Reaction notes

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