Hydrochloric Acid → HCID 86706459, compound

HRID 919591Notes

Reaction equation

HRID 919591 reaction equation
[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4]([O:10][C@H:11]2[CH2:16][CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]2)=[N:3][CH:2]=1.[ClH:24]>O1CCOCC1>[ClH:24].[NH:13]1[CH2:14][CH2:15][CH2:16][C@H:11]([O:10][C:4]2[C:5]3[CH:9]=[CH:8][NH:7][C:6]=3[N:1]=[CH:2][N:3]=2)[CH2:12]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86706461HCID 86706461, compound

Product 1

HCID 86706459HCID 86706459, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of (S)-tert-butyl 3-(7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)piperidine-1-carboxylate (60 mg, 0.18 mmol) in 1,4-dioxane (2 mL) was added 4 N HCl in 1,4-dioxane (2 mL) and the reaction mixture was stirred for 30 min. After completion of the reaction as indicated by TLC, the reaction mixture was concentrated in vacuo to give a residue which was triturated with ether to give (31 mg, 74%) the titled compound.

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customto give a residue which
  4. customwas triturated with ether

Sources & evidence

ORD record
ord-7ee0317a0d8f4eaea4a93c12d1183c93
Source dataset
uspto-grants-2016_03
Patent number
US09273028B2

Reaction notes

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