Hydrochloric Acid → HCID 13369445, compound

HRID 1153941Notes

Reaction equation

HRID 1153941 reaction equation
C[Al](C)C.[CH:5]1([OH:10])[CH2:9][CH2:8][CH2:7][CH2:6]1.[CH3:11][C:12]1[C:13]2[CH:37]=[C:36]([CH3:38])[O:35][C:14]=2[N:15]=[C:16]([NH:18][C:19]([NH:21][S:22]([C:25]2[CH:34]=[CH:33][CH:32]=[CH:31][C:26]=2[C:27](OC)=[O:28])(=[O:24])=[O:23])=[O:20])[N:17]=1.Cl>C1(C)C=CC=CC=1.C(Cl)Cl.C(OCC)(=O)C>[CH3:11][C:12]1[C:13]2[CH:37]=[C:36]([CH3:38])[O:35][C:14]=2[N:15]=[C:16]([NH:18][C:19]([NH:21][S:22]([C:25]2[CH:34]=[CH:33][CH:32]=[CH:31][C:26]=2[C:27]([O:10][CH:5]2[CH2:9][CH2:8][CH2:7][CH2:6]2)=[O:28])(=[O:23])=[O:24])=[O:20])[N:17]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 7298CyclopentanolHCID 13369444HCID 13369444, compoundHCID 16682925Trimethylaluminum

Product 1

HCID 13369445HCID 13369445, compound

Reagents, catalysts & solvents 3

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

To 30 ml of dry methylene chloride was added 7.5 ml of 2M trimethylaluminum in toluene under a nitrogen atmosphere. Subsequently, 2.0 g of cyclopentanol in 2 ml methylene chloride was added via syringe and the mixture stirred at ambient temperature for 15 minutes. After addition of 2.0 g of methyl 2-{[(4,6-dimethylfuro[2,3-d]pyrimidin-2-yl)aminocarbonyl]aminosulfonyl}benzoate to the mixture, the reaction was heated to reflux for 48 hours. The mixture was then cooled and poured into excess dilute hydrochloric acid and mixed with ethyl acetate.

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 48 hours
  3. temperatureThe mixture was then cooled

Sources & evidence

ORD record
ord-c8c7572918874d8fa644d592e6759780
Source dataset
uspto-grants-1984_12
Patent number
US04487626

Reaction notes

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