Hydrochloric Acid → HCID 18348884, compound

HRID 2268580Notes

Reaction equation

HRID 2268580 reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:42])[CH2:7][CH2:8][CH2:9][N:10]([C:16](=[O:41])[C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([O:24][CH2:25][CH2:26][N:27]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[C:28]2[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=2)[CH:18]=1)[CH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)C.Cl>O1CCOCC1>[C:37]([O:36][C:34]([N:27]([C:28]1[CH:29]=[CH:30][N:31]=[CH:32][CH:33]=1)[CH2:26][CH2:25][O:24][C:19]1[CH:18]=[C:17]([CH:22]=[C:21]([Cl:23])[CH:20]=1)[C:16]([N:10]([CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15]1)[CH2:9][CH2:8][CH2:7][C:6]([OH:42])=[O:5])=[O:41])=[O:35])([CH3:40])([CH3:38])[CH3:39]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54359784HCID 54359784, compound

Product 1

HCID 18348884HCID 18348884, compoundYield 76.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2M Aqueous sodium hydroxide (0.33 ml) was added to a stirred solution of 4-({3-[2-(tert-butoxycarbonyl-pyridin-4-yl-amino)-ethoxy]-5-chloro-benzoyl}-cyclopentyl-amino)-butyric acid ethyl ester (0.189 g) in 1,4-dioxan (2 ml). 2M aqueous hydrochloric acid (0.33 ml) was added after 1 h. The reaction mixture was partitioned between ethyl acetate and water. The aqueous layer was removed and the organic phase was dried with brine and over sodium sulphate and then concentrated under reduced pressure to give the title compound (0.138 g) as a white foam.

Workup

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. customThe aqueous layer was removed
  3. dry with materialthe organic phase was dried with brine and over sodium sulphate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-de2379782a1347079f706bdb007ad8a4
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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