Hydrochloric Acid → HCID 69549237, compound

HRID 2219234Notes

Reaction equation

HRID 2219234 reaction equation
[ClH:1].C(OC(=O)[N:8]([CH2:26][CH2:27][O:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH2:9][CH2:10][N:11]([S:13]([C:16]1[C:17]2[CH:18]=[CH:19][N:20]=[CH:21][C:22]=2[CH:23]=[CH:24][CH:25]=1)(=[O:15])=[O:14])[CH3:12])(C)(C)C>C(Cl)Cl>[ClH:1].[ClH:1].[CH2:35]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[O:28][CH2:27][CH2:26][NH:8][CH2:9][CH2:10][N:11]([CH3:12])[S:13]([C:16]1[C:17]2[CH:18]=[CH:19][N:20]=[CH:21][C:22]=2[CH:23]=[CH:24][CH:25]=1)(=[O:15])=[O:14])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69275118HCID 69275118, compound

Product 1

HCID 69549237HCID 69549237, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 4N HCl (in 1,4-dioxane, 3 mL) solution is added to a stirred solution of [2-(2-benzyl-phenoxy)-ethyl]-{2-[(isoquinoline-5-sulfonyl)-methyl-amino]-ethyl}-carbamic acid tert-butyl ester (65.0 mg, 0.113 mmol) in anhydrous CH2Cl2 (1 mL) at ambient temperature under nitrogen. The resultant solution is stirred for 2 hours. The mixture is concentrated and the product is treated with CH3OH/EtOAc to form a white suspension. After filtration and vacuum drying, 52.5 mg (0.0957 mmol, 85% yield) of the title compound is obtained as a white solid. ESIMS: m/z 476 (M+H)+.

Workup

  1. concentrationThe mixture is concentrated
  2. additionthe product is treated with CH3OH/EtOAc
  3. customto form a white suspension
  4. filtrationAfter filtration and vacuum
  5. customdrying

Sources & evidence

ORD record
ord-76020f23fa9f4b989af3beae734ce0f9
Source dataset
uspto-grants-2008_08
Patent number
US07414063B2

Reaction notes

Loading…