Hydrochloric Acid → HCID 86756949, compound

HRID 1979241Notes

Reaction equation

HRID 1979241 reaction equation
O1CCCCC1[O:7][NH:8][C:9]([C@H:11]([C@@H:21]([CH2:44][CH:45]([CH3:47])[CH3:46])[C:22]([NH:24][N:25]([CH2:40][CH:41]([CH3:43])[CH3:42])[C:26]([N:28]1[CH2:32][CH2:31][CH2:30][N:29]1C(OC(C)(C)C)=O)=[O:27])=[O:23])[CH2:12]/[CH:13]=[CH:14]/[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:10].[ClH:48]>O1CCOCC1.C(OCC)C>[ClH:48].[OH:7][NH:8][C:9]([C@H:11]([C@@H:21]([CH2:44][CH:45]([CH3:47])[CH3:46])[C:22]([NH:24][N:25]([CH2:40][CH:41]([CH3:42])[CH3:43])[C:26]([N:28]1[CH2:32][CH2:31][CH2:30][NH:29]1)=[O:27])=[O:23])[CH2:12]/[CH:13]=[CH:14]/[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:10]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86756951HCID 86756951, compound

Product 1

HCID 86756949HCID 86756949, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 0.267 g of (E)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methyl-2′-[(2-tert.butyloxycarbonyl-1-pyrazolidinyl)carbonyl]valerohydrazide was treated with 2 ml of 4M hydrogen chloride in dioxan and stirred for 2 hours at room temperature. The mixture was diluted with diethyl ether and the resulting solid was filtered off, washed with diethyl ether and dried to give 0.142 g of (E)-2(R)-[1(S)-(hydroxycarbamoyl)-4-phenyl-3-butenyl]-2′-isobutyl-4-methyl-2′-[(1-pyrazolidinyl)carbonyl]valerohydrazide hydrochloride in the form of a pale yellow solid.

Workup

  1. filtrationthe resulting solid was filtered off
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-8a7c02a649e340d98e13fbb760ab5e6c
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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