1-Methylpiperazine → methyl 3-[8-cyano-6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoate

HRID 641968Notes

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]([C:10]1[CH:11]=[C:12](I)[CH:13]=[C:14]2[C:19]=1[N:18]=[CH:17][N:16]([C:20]1[CH:21]=[C:22]([CH:27]=[CH:28][C:29]=1[CH3:30])[C:23]([O:25][CH3:26])=[O:24])[C:15]2=[O:31])#[N:9]>>[C:8]([C:10]1[CH:11]=[C:12]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)[CH:13]=[C:14]2[C:19]=1[N:18]=[CH:17][N:16]([C:20]1[CH:21]=[C:22]([CH:27]=[CH:28][C:29]=1[CH3:30])[C:23]([O:25][CH3:26])=[O:24])[C:15]2=[O:31])#[N:9]

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 68603006methyl 3-(8-cyano-6-iodo-4-oxoquinazolin-3(4H)-yl)-4-methylbenzoate

Product 1

HCID 68603939methyl 3-[8-cyano-6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoate

Procedure

Using an analogous procedure to that described paragraph (B) in the portion of Example 1 which is concerned with the preparation of starting material N-methyl piperazine was reacted with methyl 3-(8-cyano-6-iodo-4-oxoquinazolin-3(4H)-yl)-4-methylbenzoate to give methyl 3-[8-cyano-6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoate; NMR Spectrum: (DMSOd6) 2.19 (s, 3H), 2.24 (s, 3H), 2.49 (m, 4H, masked by DMSO), 3.36 (m, 4H), 3.88 (s, 3H), 7.63 (d, 1H), 7.70 (d, 1H), 8.03 (m, 2H), 8.13 (d, 1H), 8.28 (s, 1H); Mass Spectrum: M+H+ 418.

Sources & evidence

ORD record: ord-491d2eb22c1c4d169638946fd6be5d90
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07696215B2

Reaction notes

Loading…