Hydrochloric Acid → HCID 10183353, compound

HRID 413690Notes

Reaction equation

C[O:2][C:3]([C:5]1[C:10]([NH:11][C:12]([O:14][CH2:15][C:16]2[O:17][C:18]3[CH:24]=[CH:23][C:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)=[CH:21][C:19]=3[CH:20]=2)=[O:13])=[CH:9][N:8]=[C:7]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:6]=1)=[O:4].O.[OH-].[Li+].Cl>C1COCC1.O>[C:31]1([C:7]2[N:6]=[C:5]([C:3]([OH:4])=[O:2])[C:10]([NH:11][C:12]([O:14][CH2:15][C:16]3[O:17][C:18]4[CH:24]=[CH:23][C:22]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)=[CH:21][C:19]=4[CH:20]=3)=[O:13])=[CH:9][N:8]=2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

Conditions

Temperature: 5 °C

Procedure

To a solution of 2-phenyl-5-(5-phenyl-benzofuran-2-ylmethoxy-carbonylamino)-pyrimidine-4-carboxylic acid methyl ester (0.956. g, 1.99 mmol) in THF (20 mL), was added lithium hydroxide monohydrate (0.167 g, 3.99 mmol) in 4 ml of water. The mixture was stirred at 5° C. for 2 h, and 1N HCl was added to adjust the pH to 2. The solvents were removed in vacuo and the resulting suspension was filtered. Recrystallisation of the white crude solid gave 0.82 g of 2-phenyl-5-(5-phenyl-benzofuran-2-ylmethoxycarbonylamino)-pyrimidine-4-carboxylic acid, mp: 184-185° C.

Workup

customThe solvents were removed in vacuo
filtrationthe resulting suspension was filtered
customRecrystallisation of the white crude solid

Sources & evidence

ORD record: ord-ec379fae0cd349b48f5f259e686a3aad
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06569860B2

Reaction notes

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