Hydrochloric Acid → HCID 145822289, compound

HRID 2209871Notes

Reaction equation

HRID 2209871 reaction equation
[OH-].[Na+].[C:3]([C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C@H:20]3[NH:24][C:23](=[O:25])[C@H:22]([CH2:26][C:27]([O:29][CH3:30])=[O:28])[CH2:21]3)=[CH:14][CH:13]=2)=[N:10][CH:11]=1)(=[NH:5])[NH2:4].Cl.Cl[C:33]([O:35][CH3:36])=[O:34]>C(Cl)Cl.O>[CH3:36][O:35][C:33]([NH:5][C:3]([C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C@H:20]3[NH:24][C:23](=[O:25])[C@H:22]([CH2:26][C:27]([O:29][CH3:30])=[O:28])[CH2:21]3)=[CH:14][CH:13]=2)=[N:10][CH:11]=1)=[NH:4])=[O:34]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6586Methyl chloroformateHCID 14798Sodium HydroxideHCID 22856456HCID 22856456, compound

Product 1

HCID 145822289HCID 145822289, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

3 ml of 0.2M sodium hydroxide solution are added dropwise to 100 mg of (3S,5S)-5-[[4-(5-amidino-2-pyridyl)phenyl]oxymethyl]-3-[(methoxycarbonyl)methyl]-2-pyrrolidinone×1.6 HCl×1.5 H2O and 19.4 μl of methyl chloroformate in 10 ml of methylene chloride with vigorous stirring at ambient temperature. Then the mixture is stirred for a further 21/2 hours at ambient temperature. It is diluted with methylene chloride, the organic phase is separated off, dried and evaporated down.

Workup

  1. stirringThen the mixture is stirred for a further 21/2 hours at ambient temperature
  2. customthe organic phase is separated off
  3. customdried
  4. customevaporated down

Sources & evidence

ORD record
ord-bbe325d2dd334087abe41af23811a303
Source dataset
uspto-grants-1995_10
Patent number
US05455348

Reaction notes

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