Water → [1-Methyl-4-({[3-(5-methylisoxazol-3-yl)[1,2,4]triazolo[3,4-alpha]phthalazine-6-yl]oxy}methyl)-1H-[1,2,3]triazol-5-yl]methanol

A solution of tetrabutylammonium fluoride (3.3 mmol) in THF (1.0 M, 3.3 ml) was added to a stirred solution of 6-({[5-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-1-methyl-1H-[1,2,3]triazol-4-yl]methyl}oxy)-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-α]phthalazine (1.90 g, 3.3 mmol) in THF (50 ml) and MeOH (10 ml) at room temperature under N2 and the reaction mixture was stirred overnight. H2O (10 ml) was added and then the mixture was concentrated under reduced pressure to remove the organic solvents. The resulting solid was filtered off, washed with H2O (20 ml), then triturated with CH2Cl2 (100 ml), filtered and dried, to yield the desired hydroxymethyltriazole (672 mg, 56%). 1H NMR (400 MHz, d6-DMSO) δ 8.56 (1H, d, J=7.9 Hz), 8.17-8.04 (2H, m), 7.91 (1H, td, J=7.9, 0.9 Hz), 7.22 (1H, s), 5.71 (2H, s), 5.42 (1H, t, J=5.6 Hz), 4.72 (2H, d, J=5.6 Hz), 4.06 (3H, s), 2.59 (3H, s).

1. concentrationthe mixture was concentrated under reduced pressure
2. customto remove the organic solvents
3. filtrationThe resulting solid was filtered off
4. washwashed with H2O (20 ml)
5. customtriturated with CH2Cl2 (100 ml)
6. filtrationfiltered
7. customdried

ORDレコード

ord-501ceeeb29d1478a91dc502eb73df3db

出典データセット

uspto-grants-2005_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06900209B2