Hydrochloric Acid → HCID 22025329, compound

HRID 1792840Notes

Reaction equation

HRID 1792840 reaction equation
[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[C:14]([CH2:22][CH:23]([N:37]=C(C4C=CC=CC=4)C4C=CC=CC=4)[C:24]([NH:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[O:25])[CH:15]=[C:16]([Cl:21])[C:17]=3[O:19][CH3:20])[CH:12]=[N:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>CCOCC>[ClH:21].[NH2:37][CH:23]([CH2:22][C:14]1[CH:15]=[C:16]([Cl:21])[C:17]([O:19][CH3:20])=[C:18]2[C:13]=1[CH:12]=[N:11][N:10]2[S:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:8])=[O:9])[C:24]([NH:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:25]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22025333HCID 22025333, compound

Product 1

HCID 22025329HCID 22025329, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

3-(1-Benzenesulfonyl-6-chloro-7-methoxy-1H-indazol-4-yl)-2-(diphenylmethylenamino)-N-(4-phenyl-butyl)-propionamide (0.46 g, 0.65 mmol) is dissolved in Et2O (15 mL) and rapidly stirred with 2N HCl for 14 hours. The ether layer was decanted and the remaining aqueous layer was washed with Et2O. The aqueous layer was then concentrated and azeotroped to dryness with PhMe to provide 2-amino-3-(1-benzenesulfonyl-6-chloro-7-methoxy-1H-indazol-4-yl)-N-(4-phenyl-butyl)-propionamide hydrochloride which was used in the next step without further purification.

Workup

  1. customThe ether layer was decanted
  2. washthe remaining aqueous layer was washed with Et2O
  3. concentrationThe aqueous layer was then concentrated
  4. customazeotroped to dryness with PhMe

Sources & evidence

ORD record
ord-0db2ae4f7d5149f7b444cdd22e60ad48
Source dataset
uspto-grants-2006_07
Patent number
US07078425B2

Reaction notes

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