Hydrochloric Acid → n-[3-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanamide hydrochloride

HRID 1295428Notes

Reaction equation

HRID 1295428 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[CH2:8][N:7]([CH3:13])[CH2:6][CH:5]2[C:14]1[CH:15]=[C:16]([NH:20][C:21](=[O:32])[C@H:22]([OH:31])[C@@H:23]([OH:30])[C@H:24]([OH:29])[C@H:25]([OH:28])[CH2:26][OH:27])[CH:17]=[CH:18][CH:19]=1.Cl>O>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[CH2:8][N:7]([CH3:13])[CH2:6][CH:5]2[C:14]1[CH:15]=[C:16]([NH:20][C:21](=[O:32])[C@H:22]([OH:31])[C@@H:23]([OH:30])[C@H:24]([OH:29])[C@H:25]([OH:28])[CH2:26][OH:27])[CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11213884N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamide2×

Product 1

HCID 69511969n-[3-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanamide hydrochlorideYield 187.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

300 mg (0.6 mmol) of N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamide (example compound 2) were taken up in 100 ml of H2O and admixed at room temperature with 6.18 ml of 0.1 M HCl. The mixture was stirred for 15 minutes, filtered and freeze-dried to obtain 294 mg of the desired hydrochloride.

Workup

  1. filtrationfiltered
  2. customfreeze-dried

Sources & evidence

ORD record
ord-c1b72685d3d6417db0bafc43bc494579
Source dataset
uspto-grants-2007_07
Patent number
US07241775B2

Reaction notes

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