HCID 57976099, compound → HCID 57976122, compound

HRID 1865196Notes

Reaction equation

HRID 1865196 reaction equation
C([O:3][C:4](=O)[CH:5]([C:13]1[C:18]([NH2:19])=[CH:17][N:16]=[C:15]([NH:20][CH:21]2[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][O:29][CH3:30])[CH2:23][CH2:22]2)[N:14]=1)[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])C>CC(O)=O>[C:9]([O:8][C:6]([CH:5]1[C:13]2[N:14]=[C:15]([NH:20][CH:21]3[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][O:29][CH3:30])[CH2:23][CH2:22]3)[N:16]=[CH:17][C:18]=2[NH:19][C:4]1=[O:3])=[O:7])([CH3:11])([CH3:10])[CH3:12]

Participants

3

Reactant 1

HCID 57976099HCID 57976099, compound

Product 1

HCID 57976122HCID 57976122, compoundYield 133.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-{5-Amino-2-[1-(2-methoxy-ethyl)-piperidin-4-ylamino]-pyrimidin-4-yl}-malonic acid tert-butyl ester ethyl ester (6, 658 mgs, 1.5 mmol) was dissolved in AcOH (8.0 mls) and stirred at room temperature for approximately 4 hrs. The reaction mixture was concentrated in vacuo and dried under high vacuum overnight to give 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 (7, 785 mgs, ˜100%) as a mixture of acetate salts which was used as is in the next reaction without further purification. LC/MS Calcd for [M+H]+ 392, found 392.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customdried under high vacuum overnight

Sources & evidence

ORD record
ord-62c34b1fdd724bf4a47a49467a45c10a
Source dataset
uspto-grants-2009_12
Patent number
US07626031B2

Reaction notes

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