Ethyl orthoformate → HCID 11442511, compound

HRID 2354190Notes

Reaction equation

HRID 2354190 reaction equation
[NH2:1][C:2]1[CH:23]=[CH:22][C:21]([O:24][CH:25]2[CH2:30][CH2:29][N:28]([CH:31]3[CH2:33][CH2:32]3)[CH2:27][CH2:26]2)=[CH:20][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([C:13]([NH:15][CH:16]2[CH2:18][CH2:17]2)=[O:14])[CH:10]=[CH:9][C:8]=1[CH3:19])=[O:5].[CH2:34](OC(OCC)OCC)C>>[CH:16]1([NH:15][C:13](=[O:14])[C:11]2[CH:10]=[CH:9][C:8]([CH3:19])=[C:7]([N:6]3[C:4](=[O:5])[C:3]4[C:2](=[CH:23][CH:22]=[C:21]([O:24][CH:25]5[CH2:26][CH2:27][N:28]([CH:31]6[CH2:33][CH2:32]6)[CH2:29][CH2:30]5)[CH:20]=4)[N:1]=[CH:34]3)[CH:12]=2)[CH2:17][CH2:18]1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 66918659HCID 66918659, compound

Product 1

HCID 11442511HCID 11442511, compound

Procedure

Using an analogous procedure to that described in Example 1, 2-amino-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-[(1-cyclopropylpiperidine-4-yl)oxy] benzamide was reacted with triethylorthoformate. There was thus obtained the title compound (0.063 g); NMR Spectrum: (DMSOd6) −0.01 (m, 2H), 0.12 (m, 2H), 0.27 (m, 2H), 0.40 (m, 2H), 1.34 (m, 3H), 1.65 (m, 2H), 1.84 (s, 3H), 2.18 (m, 2H), 2.53 (m, 3H), 4.28 (m, 1H), 7.23 (m, 2H), 7.29 (s, 1H), 7.43 (d, 1H), 7.53 (s, 1H), 7.60 (d, 1H), 7.89 (s, 1H), 8.14 (s, 1H); Mass Spectrum: M+H+ 459.

Sources & evidence

ORD record
ord-693816a2a98945b3a7ee05ddc588f128
Source dataset
uspto-grants-2010_07
Patent number
US07750154B2

Reaction notes

Loading…