3-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide → N-[4-({2-[[amino(imino)methyl](methyl)amino]pyrimidin-4-yl}oxy)-1-naphthyl]-3-fluoro-5-morpholin-4-ylbenzamide

HRID 1641156Notes

Reaction equation

HRID 1641156 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)[CH:31]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21](S(C)(=O)=O)[N:20]=2)=[CH:10][CH:9]=1)=[O:6].[CH3:38][NH:39][C:40]([NH2:42])=[NH:41]>>[NH2:42][C:40]([N:39]([CH3:38])[C:21]1[N:20]=[C:19]([O:18][C:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:8]([NH:7][C:5](=[O:6])[C:4]3[CH:29]=[C:30]([N:32]4[CH2:37][CH2:36][O:35][CH2:34][CH2:33]4)[CH:31]=[C:2]([F:1])[CH:3]=3)=[CH:9][CH:10]=2)[CH:24]=[CH:23][N:22]=1)=[NH:41]

Participants

3

Reactant 2

HCID 595530953-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamideHCID 178485088HCID 178485088, compound

Product 1

HCID 59553380N-[4-({2-[[amino(imino)methyl](methyl)amino]pyrimidin-4-yl}oxy)-1-naphthyl]-3-fluoro-5-morpholin-4-ylbenzamide

Procedure

Compound is prepared from 3-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide and N-methylguanidine according to conditions described in general procedure C. Mp: 155-157° C.; 1H NMR (400 MHz, DMSO-d6) δ 3.19-3.33(m, 7 H), 3.75-3.78(m, 4 H), 6.50(d, J=5.5 Hz, 1H), 7.04(d, J=12.0 Hz, 1 H), 7.27(d, J=9.1 Hz, 1 H), 7.34-7.68(m, 7 H), 7.80(d, J=8.8 Hz, 1H), 7.99(d, J=8.2 Hz, 1 H), 8.29(d, J=5.5 Hz, 1 H), 10.47(s, 1 H).

Sources & evidence

ORD record
ord-f5f5303085ad4b9abc95b857324a7245
Source dataset
uspto-grants-2012_02
Patent number
US08114873B2

Reaction notes

Loading…