Water → HCID 57087033, compound

HRID 2289746Notes

Reaction equation

HRID 2289746 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([S:12]([N:15]3[CH2:19][CH2:18][CH2:17][C@H:16]3[C:20]([O:22]C(C)(C)C)=[O:21])(=[O:14])=[O:13])[CH:10]=2)[C:5]([Cl:27])=[CH:4][N:3]=1.O>Cl>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([S:12]([N:15]3[CH2:19][CH2:18][CH2:17][C@H:16]3[C:20]([OH:22])=[O:21])(=[O:14])=[O:13])[CH:10]=2)[C:5]([Cl:27])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 962WaterHCID 16658180HCID 16658180, compound

Product 1

HCID 57087033HCID 57087033, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Hydrolysis ##STR42## tert-Butyl (2S)-1-[(1,4-dichloro-7-isoquinolinyl)sulfonyl]-2-pyrrolidinecarboxylate (50.0 g, 0.116 mol) was dissolved in conc. HCl (12 M, 200 ml) and stirred for 3.5 h. Water (200 ml) was added over 30 minutes and the resultant white precipitate stirred for a further 0.5 h, filtered and washed with water (3×100 ml). Drying under vacuum gave (2S)-1-[(1,4-dichloro-7-isoquinolinyl)sulfonyl]-2-pyrrolidinecarboxylic acid as a white solid (42.9 g, 0.114 mol).

Workup

  1. stirringthe resultant white precipitate stirred for a further 0.5 h
  2. filtrationfiltered
  3. washwashed with water (3×100 ml)
  4. customDrying under vacuum

Sources & evidence

ORD record
ord-62ee57a07b0f429094df6f1873a08839
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

Loading…