Sodium Hydroxide → 4-methyl-3-[6-(4-ethylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzoic acid

HRID 641954Notes

Reaction equation

HRID 641954 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[CH:4][C:3]=1[N:12]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([N:23]3[CH2:28][CH2:27][N:26]([CH2:29][CH3:30])[CH2:25][CH2:24]3)[CH:19]=2)[N:14]=[CH:13]1.[OH-].[Na+]>>[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N:12]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([N:23]3[CH2:24][CH2:25][N:26]([CH2:29][CH3:30])[CH2:27][CH2:28]3)[CH:19]=2)[N:14]=[CH:13]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 68604407methyl 4-methyl-3-[6-(4-ethylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzoate

Product 1

HCID 686033324-methyl-3-[6-(4-ethylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzoic acid

Procedure

Using an analogous procedure to that described paragraph (C) in the portion of Example 1 which is concerned with the preparation of starting material methyl 4-methyl-3-[6-(4-ethylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzoate was hydrolysed with 1N NaOH to give 4-methyl-3-[6-(4-ethylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzoic acid; NMR Spectrum: (DMSOd6) 1.30 (t, 3H), 2.16 (s, 3H), 3.20 (m, 6H), 3.59 (d, 2H), 4.03 (d, 2H), 7.60 (m, 2H), 7.71 (m, 2H), 7.93 (s, 1H), 8.01 (d, 1H), 8.15 (s, 1H), 10.48 (s, 1H), 13.11 (s, 1H); Mass Spectrum: M+H+ 393.

Sources & evidence

ORD record
ord-ccc9f1455e0049f4a26e861d5aba4b4a
Source dataset
uspto-grants-2010_04
Patent number
US07696215B2

Reaction notes

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