Hydrochloric Acid → 2-[(2S)-2-[[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]-N,N-dimethylacetamide hydrochloride

HRID 1003288Notes

Reaction equation

HRID 1003288 reaction equation
[OH:1][C@H:2]([C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1)[CH2:3][NH:4][C@H:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][C:17]([N:19]([CH3:21])[CH3:20])=[O:18])=[CH:10][CH:11]=2)[CH2:6]1.[ClH:29]>C(O)C>[ClH:29].[OH:1][C@H:2]([C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1)[CH2:3][NH:4][C@H:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][C:17]([N:19]([CH3:20])[CH3:21])=[O:18])=[CH:10][CH:11]=2)[CH2:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 98214472-[(2S)-2-[[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]-N,N-dimethylacetamide

Product 1

HCID 104548412-[(2S)-2-[[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]-N,N-dimethylacetamide hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[(2S)-2-[[(2R)-2-Hydroxy-2-(4-hydroxy-phenyl)ethyl]-amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]-N,N-dimethylacetamide (210 mg) was suspended in ethanol (10.5 ml), and 1N hydrochloric acid (546 μl) was added to the suspension and the mixture was dissolved by heating. After cooling, collection by filtration of the precipitated crystals gave 2-[(2S)-2-[[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]-N,N-dimethylacetamide hydrochloride (100 mg) having a melting point of 165-168° C.

Workup

  1. dissolutionthe mixture was dissolved
  2. temperatureby heating
  3. temperatureAfter cooling
  4. customcollection
  5. filtrationby filtration of the precipitated crystals

Sources & evidence

ORD record
ord-25737600d3714beab167194fc2637fbe
Source dataset
uspto-grants-2000_04
Patent number
US06046192

Reaction notes

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