Trimethyl orthoformate → HCID 66918961, compound

HRID 2354174Notes

Reaction equation

[NH2:1][C:2]1[C:23]([N:24]2[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]2)=[CH:22][CH:21]=[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].[CH3:31]OC(OC)OC>>[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](=[C:23]([N:24]5[CH2:25][CH2:26][N:27]([CH3:30])[CH2:28][CH2:29]5)[CH:22]=[CH:21][CH:20]=4)[N:1]=[CH:31]3)[CH:12]=2)[CH2:17][CH2:18]1

Participants

Reactant 2

HCID 9005Trimethyl orthoformate

HCID 66918857HCID 66918857, compound

Product 1

HCID 66918961HCID 66918961, compound

Procedure

Using an analogous procedure to that described in Example 1, 2-amino-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-3-(4-methylpiperazine-1-yl)benzamide was reacted with trimethylorthoformate. There was thus obtained the title compound; NMR Spectrum: (DMSOd6) 0.55 (m, 2H), 0.67 (m, 2H), 2.13 (s, 3H), 2.24 (s, 3H), 2.50 (m, 4H), 2.84 (m, 1H), 3.31 (m, 4H), 7.33 (d, 1H), 7.48 (m, 2H), 7.78 (m, 2H), 7.88 (d, 1H), 8.25 (s, 1H), 8.41 (d, 1H); Mass Spectrum: M+H+ 418

Sources & evidence

ORD record: ord-7c111c83d8e14a48aad4af155e61961c
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07750154B2

Reaction notes

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