HCID 59226072, compound → HCID 25151009, compound

HRID 2370290Notes

Reaction equation

HRID 2370290 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][NH:8][C:9]2=[O:12])=[CH:4][C:3]=1[O:13][CH:14]1[CH2:19][CH2:18][C:17]([NH:26]S(C(C)(C)C)=O)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:16][CH2:15]1>CC(O)C>[NH2:26][C:17]1([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:18][CH2:19][CH:14]([O:13][C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][C:2]=2[Cl:1])[C:9](=[O:12])[NH:8][CH:7]=[CH:6]3)[CH2:15][CH2:16]1

Participants

3

Reactant 1

HCID 59226072HCID 59226072, compound

Product 1

HCID 25151009HCID 25151009, compoundYield 3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4.5 mg of the title compound 71 were prepared as diastereomeric mixture from 190 mg (0.40 mmol) of 2-methyl-propane-2-sulfinic acid [4-(7-chloro-1-oxo-1,2-dihydro-isoquinolin-6-yloxy)-1-phenyl-cyclohexyl]-amide (crude, 70) by stirring in a mixture of 2-propanol/0.5N aqueous HCl (2:1) until complete conversion. The reaction mixture was concentrated and purified by preparative HPLC. The resultant trifluoroacetate was taken up in 1N HCl twice and lyophilized. The respective residue was redissolved in water and lyophilized again to give the hydrochloride. Rt=0.91 min, 0.94 min (Method C). Detected mass: 369.2 (M+H+).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by preparative HPLC
  3. dissolutionThe respective residue was redissolved in water
  4. customto give the hydrochloride

Sources & evidence

ORD record
ord-0ade4179747444629337b46ad7e4313b
Source dataset
uspto-grants-2014_04
Patent number
US08710077B2

Reaction notes

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