Sodium Hydroxide → 3-(5-{4-[4-(3-Fluorobenzyloxy)-3-chloroanilino]-6-quinazolinyl}-2-furyl)-2-propenoic acid

HRID 458113Notes

Reaction equation

HRID 458113 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[CH2:5][O:6][C:7]1[CH:35]=[CH:34][C:10]([NH:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([C:22]4[O:26][C:25]([CH:27]=[CH:28][C:29]([O:31]CC)=[O:30])=[CH:24][CH:23]=4)[CH:20]=3)[N:15]=[CH:14][N:13]=2)=[CH:9][C:8]=1[Cl:36].[OH-].[Na+]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[CH2:5][O:6][C:7]1[CH:35]=[CH:34][C:10]([NH:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([C:22]4[O:26][C:25]([CH:27]=[CH:28][C:29]([OH:31])=[O:30])=[CH:24][CH:23]=4)[CH:20]=3)[N:15]=[CH:14][N:13]=2)=[CH:9][C:8]=1[Cl:36]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68874066Ethyl 3-(5-{4-[4-(3-fluorobenzyloxy)-3-chloroanilino]-6-quinazolinyl}-2-furyl)-2-propenoate

Product 1

HCID 688747293-(5-{4-[4-(3-Fluorobenzyloxy)-3-chloroanilino]-6-quinazolinyl}-2-furyl)-2-propenoic acidYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared according to Procedure H utilizing ethyl 3-(5-{4-[4-(3-fluorobenzyloxy)-3-chloroanilino]-6-quinazolinyl}-2-furyl)-2-propenoate ( 0.50 g) and aqueous sodium hydroxide (2M, 2 mL) in THF (6 mL) to afford the title compound ( 0.46 g). Electrospray MS m/z 516 (MH+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-ee908c40a40d49c9a1f87a12a4449e13
Source dataset
uspto-grants-2007_03
Patent number
US07189734B2

Reaction notes

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