Hydrochloric Acid → M-58996

HRID 1727097Notes

Reaction equation

HRID 1727097 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][C:14]([CH2:18][N:19]([CH3:29])[C:20]3[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=3)([OH:17])[CH2:13][CH2:12]2)=[CH:5][CH:4]=1)#[N:2].[ClH:30]>C(O)C.O>[ClH:30].[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][C:14]([CH2:18][N:19]([CH3:29])[C:20]3[CH:21]=[CH:22][C:23]([C:24]([OH:26])=[O:25])=[CH:27][CH:28]=3)([OH:17])[CH2:15][CH2:16]2)=[CH:7][CH:8]=1)#[N:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12986481UP9V9DB2RD

Product 1

HCID 67371796M-58996

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The compound (22.0 g) obtained in Example 1 was suspended in a mixture of ethanol (264 mL) and water (176 mL). The mixture was heated under reflux and was completely dissolved by adding 1 N hydrochloric acid (58.7 mL) dropwise while keeping the mixture under reflux. After cooling to room temperature, the precipitated crystals were collected by filtration. The crystals were sequentially washed with 2-propanol (50 mL×3) and tert-butyl methyl ether (50 mL×3), dried under reduced pressure to yield the titled compound (21.1 g) as crystals. Elementary analysis revealed that the compound is monohydrate.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux
  3. dissolutionwas completely dissolved
  4. temperatureunder reflux
  5. filtrationthe precipitated crystals were collected by filtration
  6. washThe crystals were sequentially washed with 2-propanol (50 mL×3) and tert-butyl methyl ether (50 mL×3)
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-6c2ab4fadb4c4ac4bd8a415063364d41
Source dataset
uspto-grants-2009_02
Patent number
US07494987B2

Reaction notes

Loading…