HCID 57942482, compound → HCID 178464953, compound

HRID 419184Notes

Reaction equation

HRID 419184 reaction equation
C(OC([N:8]1[CH:12]=[CH:11][C:10]([N:13]([C:16]([C:18]2[C:23]([NH:24][S:25]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([C:35]([F:38])([F:37])[F:36])[CH:29]=3)(=[O:27])=[O:26])=[CH:22][C:21]([Cl:39])=[CH:20][N:19]=2)=[O:17])[CH2:14][CH3:15])=[N:9]1)=O)(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[CH2:14]([N:13]([C:10]1[CH:11]=[CH:12][NH:8][N:9]=1)[C:16]([C:18]1[C:23]([NH:24][S:25]([C:28]2[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([C:35]([F:38])([F:36])[F:37])[CH:29]=2)(=[O:27])=[O:26])=[CH:22][C:21]([Cl:39])=[CH:20][N:19]=1)=[O:17])[CH3:15]

Participants

4

Reactant 1

HCID 57942482HCID 57942482, compound

Product 1

HCID 178464953HCID 178464953, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

3-{[5-chloro-3-(4-chloro-3-trifluoromethyl-benzenesulfonylamino)-pyridine-2-carbonyl]-ethyl-amino}-pyrazole-1-carboxylic acid tert-butyl ester from step 2 was dissolved in a mixture of DCM and TFA (1:1) (5 mL). It was stirred at RT for 1 hour, concentrated, purified with HPLC to give 5-chloro-3-(4-chloro-3-trifluoromethyl-benzenesulfonylamino)-pyridine-2-carboxylic acid ethyl-(1H-pyrazol-3-yl)-amide: 1H NMR (400 MHz, CDCl3) δ 8.11 (d, 1H), 8.0 (d, 1H), 7.94 (m, 1H), 7.88 (br, 1H), 7.6 (d, 1H), 7.37 (br, 1H), 5.8 (s, 1H), 3.8 (m, 2H), 1.1 (m, 3H); MS m/z: 508 (M+H)+.

Workup

  1. concentrationconcentrated
  2. custompurified with HPLC

Sources & evidence

ORD record
ord-cd48831449c146b5ab8fde241144a58a
Source dataset
uspto-grants-2012_01
Patent number
US08093247B2

Reaction notes

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