Hydrochloric Acid → HCID 19973194, compound

HRID 22382Notes

Reaction equation

HRID 22382 reaction equation
CC([N:5]([C:9]1([C:12]([NH:14][N:15]2[CH:19]=[CH:18][CH:17]=[CH:16]2)=[O:13])[CH2:11][CH2:10]1)C(=O)[O-])(C)C.[ClH:20].CCOC(C)=O.CCCCCC.II>C(OCC)(=O)C.C(O)(C)C>[ClH:20].[NH2:5][C:9]1([C:12]([NH:14][N:15]2[CH:19]=[CH:18][CH:17]=[CH:16]2)=[O:13])[CH2:11][CH2:10]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 807IodineHCID 21226206Ethyl acetate hexaneHCID 867474361,1-dimethylethyl-[1-[(1H-pyrrol-1-ylamino)carbonyl]cyclopropyl]carbamate

Product 1

HCID 19973194HCID 19973194, compound

Reagents, catalysts & solvents 1

HCID 22055037Isopropanol ethyl acetateSolvent

Procedure

To a stirred solution consisting of 1,1-dimethylethyl-[1-[(1H-pyrrol-1-ylamino)carbonyl]cyclopropyl]carbamate (3.18 g) in ethyl acetate/isopropanol (70 ml) was added excess ethereal HCl. After stirring for 48 hours at room temperature, the reaction appeared complete by thin layer chromatography (TLC) (silica gel, 30% EtOAc/hexane, I2 stain). The solid product was filtered under nitrogen and recrystallized from ether/ethanol to afford 1.20 g of the product as a solid, m.p. 238°-240° C.

Workup

  1. filtrationThe solid product was filtered under nitrogen
  2. customrecrystallized from ether/ethanol

Sources & evidence

ORD record
ord-8fd5ec9c725944059055e530d5faebcd
Source dataset
uspto-grants-1995_06
Patent number
US05428053

Reaction notes

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