Fluorine → Climazolam

HRID 1042553Notes

Reaction equation

HRID 1042553 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH3:18])=[N:13][C:14](C(O)=O)=[C:10]3[CH2:9][N:8]=[C:7]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:25])[C:6]=2[CH:26]=1.FF>>[CH3:18][C:12]1[N:11]2[C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:26][C:6]=3[C:7]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:25])=[N:8][CH2:9][C:10]2=[CH:14][N:13]=1

Participants

3

Reactant 2

HCID 24524FluorineHCID 12801991HCID 12801991, compound

Product 1

HCID 68790Climazolam

Procedure

Examples 1 and 2 were precisely repeated using the same moles of 8-chloro-6-(2-chlorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid as the ones of the derivative of formula (VI) having fluorine instead of the chlorine in position 2′. Climazolam was obtained with 80% titre (determined via HPLC titre correcting it using the solvent) and containing 2% of Isoclimazolam.

Sources & evidence

ORD record
ord-912923cdfbc44330b16121a26981a5b2
Source dataset
uspto-grants-2013_10
Patent number
US08557981B2

Reaction notes

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