Hydrochloric Acid → (7-tert-butyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(5-methylamino-pyridin-3-yl)-methanone

HRID 82229Notes

Reaction equation

HRID 82229 reaction equation
C(O[C:6](=O)[N:7]([C:9]1[CH:10]=[N:11][CH:12]=[C:13]([C:15]([C:17]2[C:25]3[CH:24]=[N:23][CH:22]=[N:21][C:20]=3[N:19]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:18]=2)=[O:16])[CH:14]=1)C)(C)(C)C.Cl>O1CCOCC1>[C:26]([N:19]1[C:20]2[N:21]=[CH:22][N:23]=[CH:24][C:25]=2[C:17]([C:15]([C:13]2[CH:12]=[N:11][CH:10]=[C:9]([NH:7][CH3:6])[CH:14]=2)=[O:16])=[CH:18]1)([CH3:29])([CH3:28])[CH3:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70817939[5-(7-tert-Butyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-3-yl]-methyl-carbamic acid tert-butyl ester

Product 1

HCID 70817575(7-tert-butyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(5-methylamino-pyridin-3-yl)-methanoneYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

[5-(7-tert-Butyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-3-yl]-methyl-carbamic acid tert-butyl ester (Example 542) was treated with 4N HCl in Dioxane at room temperature for 2 hours. The solvent was removed in vacuo and the solid obtained was triturated with diethyl ether to afford the title compound as white solid in 100% yield, 76 mg.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe solid obtained
  3. customwas triturated with diethyl ether

Sources & evidence

ORD record
ord-06263e2e8a59463b9f881c85a2083ce2
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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