Hydrochloric Acid → Kdi 792

HRID 257972Notes

Reaction equation

HRID 257972 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6]/[CH:7]=[CH:8]\[C@@H:9]1[CH2:13][C@@H:12]([NH:14][S:15]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH2:11][N:10]1[CH2:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=1)([OH:3])=[O:2].Cl>C(OCC)(=O)C>[ClH:24].[C:1]([CH2:4][CH2:5][CH2:6]/[CH:7]=[CH:8]\[C@@H:9]1[CH2:13][C@@H:12]([NH:14][S:15]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)(=[O:16])=[O:17])[CH2:11][N:10]1[CH2:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=1)([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 6913587(2S,4R)-2-[(Z)-5-carboxy-1-pentenyl]-4-(4-chlorophenylsulfonylamino)-1-(3-pyridylmethyl)pyrrolidine

Product 1

HCID 6442424Kdi 792Yield 178.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of (2S,4R)-2-[(Z)-5-carboxy-1-pentenyl]-4-(4-chlorophenylsulfonylamino)-1-(3-pyridylmethyl)pyrrolidine (104 mg) in ethyl acetate (5 ml) was added 1N-hydrogen chloride in ethyl acetate (0.25 ml) and the precipitated brown solid was collected and dried in vacuo to give (2S,4R)-2-[(Z)-5-carboxy-1-pentenyl]-4-(4-chlorophenylsulfonylamino)-1-(3-pyridylmethyl)pyrrolidine hydrochloride (100 mg) as a brown powder.

Workup

  1. customthe precipitated brown solid was collected
  2. customdried in vacuo

Sources & evidence

ORD record
ord-ad730c899cb44c168c5f8d5b09d2d1c8
Source dataset
uspto-grants-1993_11
Patent number
US05264453

Reaction notes

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