1-methyl-1H-1,2,3-triazole-4-carboxylic acid → HCID 59395837, compound

HRID 1097731Notes

Reaction equation

[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([OH:9])=O)[N:4]=[N:3]1.[CH2:10]([N:14]1[C:22]2[N:21]=[C:20]([Cl:23])[NH:19][C:18]=2[C:17](=[O:24])[N:16]([CH2:25][CH2:26][CH2:27][CH2:28]/[C:29](=[N:32]/[H])/[NH:30]O)[C:15]1=[O:34])[CH2:11][CH2:12][CH3:13]>CN(C=O)C.CS(C)=O>[CH2:10]([N:14]1[C:22]2[N:21]=[C:20]([Cl:23])[NH:19][C:18]=2[C:17](=[O:24])[N:16]([CH2:25][CH2:26][CH2:27][CH2:28][C:29]2[N:30]=[C:7]([C:5]3[N:4]=[N:3][N:2]([CH3:1])[CH:6]=3)[O:9][N:32]=2)[C:15]1=[O:34])[CH2:11][CH2:12][CH3:13]

Participants

Conditions

Temperature: 100 °C

Procedure

A solution of the 1-methyl-1H-1,2,3-triazole-4-carboxylic acid (18 mg, 0.14 mmol) in DMF (0.5 ml) was treated with CDl (23 mg, 0.14 mmol) at rt for 1 h. A solution of (1Z)-5-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)-N-hydroxypentanimidamide (50 mg, 0.14 mmol) in DMSO (0.4 ml) was added to the mixture then heated to 100° C. for 18 h. The reaction mixture was purified by MDAP to give the title compound as a white solid (18 mg).

Workup

customThe reaction mixture was purified by MDAP

Sources & evidence

ORD record: ord-f3a2e40d53f54354ba9906800fa25523
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08143264B2

Reaction notes

Loading…