Hydrochloric Acid → HCID 178508844, compound

HRID 1670687Notes

Reaction equation

HRID 1670687 reaction equation
[NH2:1][C:2]1[NH:7][C:6]2[NH:8][CH:9]=[C:10]([CH2:11][CH2:12][C:13]3[CH:30]=[CH:29][C:16]([C:17]([NH:19][C@H:20]([C:26]([OH:28])=[O:27])[CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[O:18])=[CH:15][CH:14]=3)[C:5]=2[C:4](=[O:31])[N:3]=1.Cl.CCO.[OH-].[Na+:37]>O>[Na+:37].[Na+:37].[NH2:1][C:2]1[NH:7][C:6]2[NH:8][CH:9]=[C:10]([CH2:11][CH2:12][C:13]3[CH:14]=[CH:15][C:16]([C:17]([NH:19][C@H:20]([C:26]([O-:28])=[O:27])[CH2:21][CH2:22][C:23]([O-:25])=[O:24])=[O:18])=[CH:29][CH:30]=3)[C:5]=2[C:4](=[O:31])[N:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 178508842(2S)-2-[[4-[2-(2-amino-4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid

Product 1

HCID 178508844HCID 178508844, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid from example 7 is dissolved in water (3.8 mL) and sodium hydroxide 1N (2.2 mL). The pH of the mixture is adjusted to 7.5-8.5, by the addition of hydrochloride acid 1N. The solution is heated at 70° C. and ethanol absolute (40 mL) is added to the mixture. The solution is allowed to cool down slowly to room temperature. The slurry is filtered and washed with a mixture of ethanol absolute and water (4:1). The resulting white solid is dried in the oven at 50° C. under vacuum over 18 h.

Workup

  1. temperatureto cool down slowly to room temperature
  2. filtrationThe slurry is filtered
  3. washwashed with a mixture of ethanol absolute and water (4:1)
  4. customThe resulting white solid is dried in the oven at 50° C. under vacuum over 18 h.

Sources & evidence

ORD record
ord-87ae6a7405cd427991d6e7c28f86b14a
Source dataset
uspto-grants-2011_08
Patent number
US07994180B2

Reaction notes

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