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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469269Generated: October 31, 2026

Sodium Hydroxide → HCID 178508844, compound

https://huagongshe.com/reaction/469269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(2S)-2-[[4-[2-(2-amino-4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acidHCID 178508842—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
ProductHCID 178508844HCID 178508844—

Reaction Steps

2.5 grams of N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid (purity 99.6% HPLC) were dissolved in a mixture of 0.3 L of distilled water and 0.2 L of t-butanol with the addition of 5.849 mL of a 2.0M standard solution of sodium hydroxide in water. The pH of the solution was adjusted to 7.14 by adding a diluted solution of sodium hydroxide in water and a suspension of N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid in the same solvent. The obtained solution was dried in a freeze-drier affording the title compound as a white solid (2.7 g, purity 99.6% area by HPLC). Acidimetric titrations of the final product can be used to confirm the absence of residual sodium hydroxide and pemetrexed diacid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629152B2
Source datasetuspto-grants-2014_01
ORD IDord-476b49e03e7f4bda8ccfac4778bdde16
Source noteuspto-grants-2014_01