Dichloromethane → HCID 58317839, compound

HRID 1807642Notes

Reaction equation

HRID 1807642 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]([CH3:48])[S:14]([NH:17][C:18]([C:20]1[CH:28]=[C:27]2[C:23]([C:24]([CH:42]3[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]3)=[C:25]([C:30]3[CH:41]=[CH:40][CH:39]=[CH:38][C:31]=3[O:32][CH2:33][C:34]([O:36][CH3:37])=[O:35])[N:26]2[CH3:29])=[CH:22][CH:21]=1)=[O:19])(=[O:16])=[O:15])=O)(C)(C)C.ClCCl>>[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]([CH3:48])[S:14]([NH:17][C:18]([C:20]1[CH:28]=[C:27]2[C:23]([C:24]([CH:42]3[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]3)=[C:25]([C:30]3[CH:41]=[CH:40][CH:39]=[CH:38][C:31]=3[O:32][CH2:33][C:34]([O:36][CH3:37])=[O:35])[N:26]2[CH3:29])=[CH:22][CH:21]=1)=[O:19])(=[O:16])=[O:15]

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 68322764HCID 68322764, compound

Product 1

HCID 58317839HCID 58317839, compoundYield 95%

Procedure

To a solution of intermediate 29 (0.675 g, 1 mmol), in dichloromethane 50 mL tri-fluoro-acetic acid (2.86 g, 20 mmol) was added. The resulting mixture was stirred at room temperature for 12 hours. The solvent was removed then the residue was purified by column chromatography using dichloromethane/methanol to yield 0.55 g (95%) of methyl [2-(6-{[(4-aminobutyl)(methyl)sulfamoyl]carbamoyl}-3-cyclohexyl-1-methyl-1H-indol-2-yl)phenoxy]acetate 30: m/z=585 (M+H)+.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-1b1f10a3be5a4a5eac8db2504d5576cc
Source dataset
uspto-grants-2013_01
Patent number
US08357687B2

Reaction notes

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