HCID 57678383, compound → HCID 10046162, compound

HRID 491474Notes

Reaction equation

HRID 491474 reaction equation
C(OC([N:8]1[CH2:36][CH2:35][C:11]2([C:15](=[O:16])[N:14]([CH2:17][C:18]3[N:28]([CH2:29][C:30]([CH3:33])([CH3:32])[CH3:31])[C:21]4[N:22]=[C:23]([C:26]#[N:27])[N:24]=[CH:25][C:20]=4[CH:19]=3)[C:13](=[O:34])[CH2:12]2)[CH2:10][CH2:9]1)=O)(C)(C)C>ClCCl.C(O)(C(F)(F)F)=O>[CH3:31][C:30]([CH3:33])([CH3:32])[CH2:29][N:28]1[C:21]2[N:22]=[C:23]([C:26]#[N:27])[N:24]=[CH:25][C:20]=2[CH:19]=[C:18]1[CH2:17][N:14]1[C:13](=[O:34])[CH2:12][C:11]2([CH2:10][CH2:9][NH:8][CH2:36][CH2:35]2)[C:15]1=[O:16]

Participants

4

Reactant 1

HCID 57678383HCID 57678383, compound

Product 1

HCID 10046162HCID 10046162, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of 2-[2-cyano-7-(2,2-dimethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidin-6-ylmethyl]-1,3-dioxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (1.5 g, 3.1 mmol) in dichloromethane (20 ml), TFA (5 ml) is added at 0° C. The reaction mixture is stirred at room temperature for 2 h. After removal of the solvent, saturated sodium bicarbonate is added to the residue and the mixture is extracted with dichloromethane. The combined extracts are washed with H2O, brine, dried over magnesium sulfate and concentrated under vacuum to give desired product, 7-(2,2-dimethyl-propyl)-6-(1,3-dioxo-2,8-diaza-spiro[4.5]dec-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile.

Workup

  1. customAfter removal of the solvent, saturated sodium bicarbonate
  2. additionis added to the residue
  3. extractionthe mixture is extracted with dichloromethane
  4. washThe combined extracts are washed with H2O, brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-582808fa97a74a3f872fc251b9863bbb
Source dataset
uspto-grants-2009_05
Patent number
US07531546B2

Reaction notes

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