(S)-tert-butyl 2-chloro-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate → (S)-4-(2-chloro-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)-3-methylmorpholine hydrochloride

HRID 1626539Notes

Reaction equation

HRID 1626539 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][C@@H:19]2[CH3:24])[C:5]2[CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][C:6]=2[N:7]=1>Cl.CCO>[ClH:1].[Cl:1][C:2]1[N:3]=[C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][C@@H:19]2[CH3:24])[C:5]2[CH2:10][NH:9][CH2:8][C:6]=2[N:7]=1

Participants

4

Reactant 1

HCID 86663148(S)-tert-butyl 2-chloro-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate2×

Product 1

HCID 86663150(S)-4-(2-chloro-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)-3-methylmorpholine hydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A solution of (S)-tert-butyl 2-chloro-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate (intermediate 1) (200 mg, 0.56 mmol) in 1M HCl in EtOH (5 mL) was stirred at room temperature (20° C.) overnight. The material was concentrated in vacuo to give a white solid.

Workup

  1. concentrationThe material was concentrated in vacuo
  2. customto give a white solid

Sources & evidence

ORD record
ord-86c45b17f69b4a57a34bdfe7fd5a1fac
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

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