Hydrochloric Acid → HCID 58388240, compound

HRID 2047357Notes

Reaction equation

HRID 2047357 reaction equation
CC([N:5]([C:9]1[S:10][C:11]([Cl:21])=[C:12]([C:14]2[N:18]([CH3:19])[N:17]=[CH:16][C:15]=2[Cl:20])[CH:13]=1)C(=O)[O-])(C)C.Cl>CO>[Cl:21][C:11]1[S:10][C:9]([NH2:5])=[CH:13][C:12]=1[C:14]1[N:18]([CH3:19])[N:17]=[CH:16][C:15]=1[Cl:20]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 86656475HCID 86656475, compound

Product 1

HCID 58388240HCID 58388240, compoundYield 118.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1,1-dimethylethyl[5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-thienyl]carbamate (1.3 g, 3.73 mmol) in methanol (18.66 ml) at 25° C. was added HCl (18.66 ml, 74.7 mmol)[4M in dioxane]. After 12 h, additional HCl (18.66 ml, 74.7 mmol)[4M in dioxane] was added and the solution stirred 12 h. The reaction mixture was concentrated to a dark foam affording the HCl salt of [5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-thienyl]amine (1.1 g, 99% yield): LCMS (ES) m/e 248, 250 (M, M+2)+.

Workup

  1. concentrationThe reaction mixture was concentrated to a dark foam

Sources & evidence

ORD record
ord-4f01a4c620a941e0a80b32d2e7cfa1ae
Source dataset
uspto-grants-2013_11
Patent number
US08592475B2

Reaction notes

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