Hydrochloric Acid → HCID 67520791, compound

HRID 1787066Notes

Reaction equation

HRID 1787066 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([NH:16][C:17]2[C:18]3[N:25]([CH2:26][CH2:27][NH:28]C(=O)OC(C)(C)C)[CH:24]=[CH:23][C:19]=3[N:20]=[CH:21][N:22]=2)[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:10]=[N:11][C:12]([CH3:15])=[CH:13][CH:14]=1.[ClH:36]>O1CCCC1>[ClH:36].[ClH:36].[ClH:36].[NH2:28][CH2:27][CH2:26][N:25]1[C:18]2[C:17]([NH:16][C:4]3[CH:5]=[CH:6][C:7]([O:8][C:9]4[CH:10]=[N:11][C:12]([CH3:15])=[CH:13][CH:14]=4)=[C:2]([CH3:1])[CH:3]=3)=[N:22][CH:21]=[N:20][C:19]=2[CH:23]=[CH:24]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86615795HCID 86615795, compound

Product 1

HCID 67520791HCID 67520791, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

tert-Butyl {2-[4-({3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}amino)-5H-pyrrolo[3,2-d]pyrimidin-5-yl]ethyl}carbamate (790 mg) was dissolved in tetrahydrofuran (24 mL)/2N hydrochloric acid (12 mL), and the mixture was stirred at 60° C. for 16 hrs. The reaction mixture was concentrated under reduced pressure, ethanol (30 mL) was added to the residue and the mixture was concentrated again under reduced pressure. Ethyl acetate was added to the residue and the solid was collected by filtration and dried under reduced pressure to give the title compound (701 mg) as a solid powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, ethanol (30 mL)
  2. additionwas added to the residue
  3. concentrationthe mixture was concentrated again under reduced pressure
  4. additionEthyl acetate was added to the residue
  5. filtrationthe solid was collected by filtration
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-066edf0fe8774d78b4e156b207fb64dd
Source dataset
uspto-grants-2009_03
Patent number
US07507740B2

Reaction notes

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