Hydrochloric Acid → HCID 69655848, compound

HRID 857734Notes

Reaction equation

HRID 857734 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]([OH:29])([C:23]2[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=2)[C:9]([N:11]2[CH2:22][CH2:21][CH2:20][C@H:12]2[C:13]([O:15]C(C)(C)C)=[O:14])=[O:10])[CH:5]=[CH:6][CH:7]=1.Cl>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]([OH:29])([C:23]2[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=2)[C:9]([N:11]2[CH2:22][CH2:21][CH2:20][C@H:12]2[C:13]([OH:15])=[O:14])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69656634HCID 69656634, compound

Product 1

HCID 69655848HCID 69655848, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The polar isomer of tert-butyl 1-[(3-chlorophenyl)(hydroxy)pyridin-3-ylacetyl]-L-prolinate (0.059 g, 0.14 mmol) was dissolved in THF (1 mL) and 6N hydrochloric acid (2 mL) and stirred for 24 hours at room temperature. The mixture was then evaporated in vacuo and vacuum dried to yield the polar isomer of 1-[(3-chlorophenyl)(hydroxy)pyridin-3-ylacetyl]-L-proline (0.051 g, HPLC RT=2.399 min, Method A; LCMS m/z=361).

Workup

  1. customThe mixture was then evaporated in vacuo and vacuum
  2. customdried

Sources & evidence

ORD record
ord-a3cc941e167847fd92626103982eba92
Source dataset
uspto-grants-2006_12
Patent number
US07144899B2

Reaction notes

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