2H-1,4-benzoxazin-3(4H)-one → HCID 67027701, compound

HRID 455066Notes

Reaction equation

HRID 455066 reaction equation
Cl.Cl[CH2:3][C:4]1[N:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1.[O:20]1[CH2:25][C:24](=[O:26])[NH:23][C:22]2[CH:27]=[CH:28][CH:29]=[CH:30][C:21]1=2>>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([C:5]2[N:6]=[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][N:8]3[C:4]=2[CH2:3][N:23]2[C:24](=[O:26])[CH2:25][O:20][C:21]3[CH:30]=[CH:29][CH:28]=[CH:27][C:22]2=3)=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 727572H-1,4-benzoxazin-3(4H)-oneHCID 670287193-(Chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 67027701HCID 67027701, compound

Procedure

The title compound was prepared according to Method B and the experimentals described for compound 92 from 3-(chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride and 2H-benzo[b][1,4]oxazin-3(4H)-one. M/e+ 390 for C22H17ClN3O2 (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 8.32 (d, J=6.9 Hz, 1H), 7.61 (d, J=8.4 Hz, 2H), 7.53 (m, 3H), 7.19 (ddd, J=9.1, 6.9, 1,1 Hz, 1H), 6.82 (m, 3H), 6.48 (m, 1H), 6.26 (d, J=7.7 Hz, 1H), 5.68 (s, 2H), 4.60 (s, 2H) ppm.

Sources & evidence

ORD record
ord-75d0defe46c343b6b579e48ab8127230
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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