Ethyl orthoformate → HCID 86723570, compound

HRID 1754279Notes

Reaction equation

HRID 1754279 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([C:7](=[N:15][NH2:16])[NH:8][C@@H:9]([CH3:14])[C:10]([F:13])([F:12])[F:11])[S:5][CH:6]=1.[CH2:17](OC(OCC)OCC)C>>[Br:1][C:2]1[N:3]=[C:4]([C:7]2[N:8]([C@@H:9]([CH3:14])[C:10]([F:13])([F:11])[F:12])[CH:17]=[N:16][N:15]=2)[S:5][CH:6]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 178462049HCID 178462049, compound

Product 1

HCID 86723570HCID 86723570, compound

Procedure

(S)-4-bromo-N-(1,1,1-trifluoropropan-2-yl)thiazole-2-carbohydrazonamide (55 g,) in triethoxymethane (500 ml) was stirred at 90 OC for 3 hours and then at 130° C. overnight and the reaction was concentrated. The residue was purified by column to obtain (S)-4-bromo-2-(4-(1,1,1-trifluoropropan-2-yl)-4H-1,2,4-triazol-3-yl)thiazole. 1HNMR (400 MHz, CDCl3): δ 8.46 (1H, s), 7.43 (1H, s), 6.48-6.52 (1H, m), 1.83 (3H, d, J=7.2 Hz).

Workup

  1. concentrationat 130° C. overnight and the reaction was concentrated
  2. customThe residue was purified by column

Sources & evidence

ORD record
ord-90e18477cabd4e01bd13fb7e814d0bb6
Source dataset
uspto-grants-2015_10
Patent number
US09169243B2

Reaction notes

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