Hydrochloric Acid → HCID 178507207, compound

HRID 1086166Notes

Reaction equation

HRID 1086166 reaction equation
[OH:1][C:2]1[N:7]([CH2:8][CH2:9][C:10]2[CH:11]=[C:12]([C:15]([NH:17][C@H:18]([C:26]([O:28]CC)=[O:27])[CH2:19][CH2:20][C:21]([O:23]CC)=[O:22])=[O:16])[S:13][CH:14]=2)[CH:6]=[N:5][C:4]2=[N:31][C:32]([NH:34]C(=O)C(C)(C)C)=[CH:33][C:3]=12.Cl>[OH-].[Na+]>[OH:1][C:2]1[N:7]([CH2:8][CH2:9][C:10]2[CH:11]=[C:12]([C:15]([NH:17][C@H:18]([C:26]([OH:28])=[O:27])[CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[O:16])[S:13][CH:14]=2)[CH:6]=[N:5][C:4]2=[N:31][C:32]([NH2:34])=[CH:33][C:3]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178471575HCID 178471575, compound

Product 1

HCID 178507207HCID 178507207, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 0.3 g of diethyl N-{4-[2-(4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidin-3-yl)ethyl]-thien-2-ylcarbonyl}-L-glutamate in 9 ml of 1N aqueous sodium hydroxide is stirred under nitrogen at ambient temperature for 72 hours. The reaction mixture is rendered slightly acidic (pH=~4) with 1N hydrochloric acid and filtered. The solid thus collected is washed with water (5 ml) and cold ethanol (5 ml) and dried to give N-{4-[2-(4-hydroxy-6-aminopyrrolo[2,3-d]pyrimidin-3-yl)ethyl]thien-2-ylcarbonyl}-L-glutamic acid.

Workup

  1. filtrationfiltered
  2. customThe solid thus collected
  3. washis washed with water (5 ml) and cold ethanol (5 ml)
  4. customdried

Sources & evidence

ORD record
ord-c4c78e08699b4be5b2ac3737ed8042cc
Source dataset
uspto-grants-1991_07
Patent number
US05028608

Reaction notes

Loading…