Hydrochloric Acid → HCID 59060843, compound

HRID 47687Notes

Reaction equation

HRID 47687 reaction equation
CC([Si](C)(C)[O:6][C@H:7]([CH2:30][O:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH2:8][NH:9][CH2:10][C@H:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([C:27]([NH2:29])=[O:28])[CH:22]=3)[CH:17]=2)[O:12]1)(C)C.Cl>O1CCOCC1>[OH:6][C@H:7]([CH2:30][O:31][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)[CH2:8][NH:9][CH2:10][C@H:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([C:27]([NH2:29])=[O:28])[CH:22]=3)[CH:17]=2)[O:12]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59060811HCID 59060811, compound

Product 1

HCID 59060843HCID 59060843, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-[(2R)-2-({[(2S)-2-{[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}-3-(phenyloxy)propyl]amino}methyl)-3,4-dihydro-2H-chromen-6-yl]-2-pyridinecarboxamide (Example 93, 20 mg, 0.04 mmol) was stirred in an excess of 4M HCl in dioxane at room temperature for 30 minutes. The volatile components were removed by rotary evaporation, and the residue was washed with dichloromethane. After drying under vacuum, the title compound was collected as the dihydrochloride salt (8 mg, 43%): MS m/z 434.3 (MH+ of the free base); retention time (LC-MS)=2.02 minutes.

Workup

  1. customThe volatile components were removed by rotary evaporation
  2. washthe residue was washed with dichloromethane
  3. customAfter drying under vacuum
  4. customthe title compound was collected as the dihydrochloride salt (8 mg, 43%)

Sources & evidence

ORD record
ord-5d221101112140c7aa4a9ca7286e1c4c
Source dataset
uspto-grants-2004_03
Patent number
US06699860B2

Reaction notes

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