Trifluoroacetic acid → 4-(2-chloro-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)morpholine trifluoroacetate

HRID 1626650Notes

Reaction equation

HRID 1626650 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[C:5]2[CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][C:6]=2[N:7]=1.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]>C(Cl)Cl>[F:27][C:26]([F:29])([F:28])[C:24]([OH:30])=[O:25].[Cl:1][C:2]1[N:3]=[C:4]([N:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)[C:5]2[CH2:10][NH:9][CH2:8][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71540665Tert-butyl 2-chloro-4-morpholino-5H-pyrrolo[3,4-D]pyrimidine-6(7H)-carboxylate2×

Product 1

HCID 866631634-(2-chloro-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)morpholine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 2-chloro-4-morpholino-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate (intermediate 2) (2.05 g, 6.0 mmol) in TFA (15 ml) and DCM (30 ml) was stirred at room temperature (20° C.) overnight. The material was concentrated in vacuo to give an orange oil, which was used without further purification.

Workup

  1. concentrationThe material was concentrated in vacuo
  2. customto give an orange oil, which
  3. customwas used without further purification

Sources & evidence

ORD record
ord-9d0843c753424da2ba69a74f8a8aa864
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

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