HCID 66803800, compound → HCID 66801247, compound

HRID 2366265Notes

Reaction equation

HRID 2366265 reaction equation
C(OC(=O)[NH:7][C:8]1[C:13]2[S:14][C:15]([C:17]3[C:22]([F:23])=[CH:21][CH:20]=[CH:19][C:18]=3[Cl:24])=[N:16][C:12]=2[C:11]([F:25])=[CH:10][N:9]=1)(C)(C)C>Cl>[Cl:24][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]([F:23])[C:17]=1[C:15]1[S:14][C:13]2[C:8]([NH2:7])=[N:9][CH:10]=[C:11]([F:25])[C:12]=2[N:16]=1

Participants

3

Reactant 1

HCID 66803800HCID 66803800, compound

Product 1

HCID 66801247HCID 66801247, compoundYield 103.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
50 °C

Procedure

HCl (4N in dioxane, 10 mL) was added to [2-(2-chloro-6-fluorophenyl)-7-fluorothiazolo[5,4-c]pyridin-4-yl]-carbamic acid tert-butyl ester (0.350 g, 0.88 mmol) and the reaction mixture was heated at 50° C. for 3 hours. After cooling to room temperature, the volatiles were removed under reduced pressure to afford the title compound as an off-white solid (270 mg, quantitative). 1H NMR (400 MHz, CDCl3): δ 7.84 (s, 1H), 7.61-7.49 (m, 1H), 7.44 (d, J=8.1 Hz, 1H), 7.25 (t, J=8.7 Hz, 1H), 2.90 (br s, 2H).

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-4475af066a664940900cf0ac6207564d
Source dataset
uspto-grants-2014_04
Patent number
US08697708B2

Reaction notes

Loading…