Sodium hydride → 7H-Pyrrolo(2,3-d)pyrimidine

HRID 1403240Notes

Reaction equation

HRID 1403240 reaction equation
Cl[C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.ClC1N=CC2C=CNC=2N=1.C([Si](Cl)(C(C)C)C(C)C)(C)C.[H-].[Na+]>O1CCCC1>[N:5]1[C:4]2[NH:8][CH:9]=[CH:10][C:3]=2[CH:2]=[N:7][CH:6]=1

Participants

6

Reactant 4

HCID 24758Sodium hydrideHCID 139400Triisopropylsilyl chlorideHCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 57067742-Chloro-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 2615917H-Pyrrolo(2,3-d)pyrimidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compounds of Formula I or II, where P is a suitable protecting group, are prepared by reacting 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1) or 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (2), respectively, with an appropriate reagent to introduce a suitable protecting group (P—X, e.g. triisopropylsilylchloride) and a base (e.g. sodium hydride) in a solvent (e.g. tetrahydrofuran) typically at room temperature for 8-12 hours. The desired compound is isolated by conventional means (e.g. extraction).

Workup

  1. customare prepared
  2. additionrespectively, with an appropriate reagent to introduce

Sources & evidence

ORD record
ord-e9c041b2cddc4555b3fc112045ad7593
Source dataset
uspto-grants-2014_12
Patent number
US08912204B2

Reaction notes

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