HCID 57976122, compound → HCID 57976102, compound

HRID 1865197Notes

Reaction equation

HRID 1865197 reaction equation
C(OC([CH:8]1[C:12]2[N:13]=[C:14]([NH:17][CH:18]3[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][O:26][CH3:27])[CH2:20][CH2:19]3)[N:15]=[CH:16][C:11]=2[NH:10][C:9]1=[O:28])=O)(C)(C)C>C(O)(C(F)(F)F)=O>[CH3:27][O:26][CH2:25][CH2:24][N:21]1[CH2:20][CH2:19][CH:18]([NH:17][C:14]2[N:15]=[CH:16][C:11]3[NH:10][C:9](=[O:28])[CH2:8][C:12]=3[N:13]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 1

HCID 57976122HCID 57976122, compound

Product 1

HCID 57976102HCID 57976102, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Crude 2-[1-(2-methoxy-ethyl)-piperidin-4-ylamino]-6-oxo-6,7-dihydro-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid tert-butyl ester, acetate salts (7, 785 mgs, ˜1.5 mmol) was stirred in neat TFA for 30 min at room temperature. The reaction mixture was concentrated in vacuo. The resulting residue was suspended in toluene and reconcentrated in vacuo to remove residual TFA, then dried under high vacuum for several hours to give 2-[1-(2-methoxy-ethyl)-piperidin-4-ylamino]-5,7-dihydro-pyrrolo[3,2-d]pyrimidin-6-one (8, 1.1 g, ˜1.5 mmol) as a mixture of TFA salts which was used in the next reaction without further purification. LC/MS Calcd for [M+H]+ 292, found 292.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto remove residual TFA
  3. customdried under high vacuum for several hours

Sources & evidence

ORD record
ord-88f5b81a1540445ba23f45746cf67686
Source dataset
uspto-grants-2009_12
Patent number
US07626031B2

Reaction notes

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