Lithium Hydroxide → HCID 66824471, compound

HRID 1468617Notes

Reaction equation

[NH2:1][N:2]1[C:10]2[C:6]([N:7]3[N:13]([CH2:14][CH:15]4[CH2:17][CH2:16]4)[C:12](=[O:18])[N:11]([CH2:19][CH2:20][N:21]4[CH:25]=[C:24]([C:26]([O:28]CC)=[O:27])[CH:23]=[N:22]4)[CH:8]3[N:9]=2)=[C:5]([C:31]2[O:32][CH:33]=[CH:34][CH:35]=2)[N:4]=[CH:3]1.[OH-].[Li+]>O1CCCC1.CO>[NH2:1][N:2]1[C:10]2[C:6]([N:7]3[N:13]([CH2:14][CH:15]4[CH2:17][CH2:16]4)[C:12](=[O:18])[N:11]([CH2:19][CH2:20][N:21]4[CH:25]=[C:24]([C:26]([OH:28])=[O:27])[CH:23]=[N:22]4)[CH:8]3[N:9]=2)=[C:5]([C:31]2[O:32][CH:33]=[CH:34][CH:35]=2)[N:4]=[CH:3]1

Participants

Conditions

Temperature: 26 °C

Procedure

A mixture of ethyl 1-[2-[5-amino-1-(cyclopropylmethyl)-8-(2-furyl)-2-oxo-[1,2,4]triazolo[5,1-f]purin-3-yl]ethyl]pyrazole-4-carboxylate obtained in step 1 (0.055 g, 0.115 mmol) was dissolved in solution of tetrahydrofuran (6 ml) and methanol (4 ml). To this reaction mixture a solution of lithium hydroxide (0.013 g, 0.576 mmol, in 2 ml water) was added and stirred at 25-27° C. for 16 hours. The reaction mixture was concentrated and acidified with saturated solution of citric acid to get PH˜2-3 and solid obtained was filtered off and washed with water (10 ml) followed by diethyl ether (15 ml). It was dried to obtain 1-[2-[5-amino-1-(cyclopropylmethyl)-8-(2-furyl)-2-oxo-[1,2,4]triazolo[5,1-f]purin-3-yl]ethyl]pyrazole-4-carboxylic acid (0.025 g, 49%) as an off white solid.

Workup

concentrationThe reaction mixture was concentrated
customto get PH˜2-3
customsolid obtained
filtrationwas filtered off
washwashed with water (10 ml)
customIt was dried

Sources & evidence

ORD record: ord-f0673bdd3d144d90b24141702566d469
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09006177B2

Reaction notes

Loading…