Sodium Hydroxide → 4-[({6-[(2,3-Dihydrobenzofuran-5-ylmethyl)carbamoyl]pyrimidine-4-carbonyl}amino) methyl]benzoic acid

HRID 1374736Notes

Reaction equation

HRID 1374736 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH:11][C:12]([C:14]3[N:19]=[CH:18][N:17]=[C:16]([C:20]([NH:22][CH2:23][C:24]4[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[CH:26][CH:25]=4)=[O:21])[CH:15]=3)=[O:13])=[CH:9][C:4]=2[CH2:3][CH2:2]1.[OH-].[Na+]>O1CCCC1.O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH:11][C:12]([C:14]3[N:19]=[CH:18][N:17]=[C:16]([C:20]([NH:22][CH2:23][C:24]4[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:32][CH:33]=4)=[O:21])[CH:15]=3)=[O:13])=[CH:9][C:4]=2[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 21077886Methyl 4-[({6-[(2,3-dihydrobenzofuran-5-ylmethyl)-carbamoyl]pyrimidine-4-carbonyl}amino)methyl]benzoate

Product 1

HCID 691592854-[({6-[(2,3-Dihydrobenzofuran-5-ylmethyl)carbamoyl]pyrimidine-4-carbonyl}amino) methyl]benzoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

6.28 g (14 mmol) of methyl 4-[({6-[(2,3-dihydrobenzofuran-5-ylmethyl)-carbamoyl]pyrimidine-4-carbonyl}amino)methyl]benzoate (see 5b) were suspended in 150 ml of tetrahydrofuran and 70 ml of water, after which 16.9 ml of a 1N aqueous solution of NaOH were added and the reaction mixture was then stirred at room temperature for 24 hours.

Sources & evidence

ORD record
ord-2db6c304f5e642b2812596b971642281
Source dataset
uspto-grants-2007_01
Patent number
US07166609B2

Reaction notes

Loading…