HCID 69024323, compound → HCID 69024629, compound

HRID 1393898Notes

Reaction equation

HRID 1393898 reaction equation
C([O:3][C:4]([C:6]1[NH:25][C:9]2=[CH:10][N:11]=[C:12]([N:14]3[CH2:19][CH2:18][N:17]([CH:20]4[CH2:24][CH2:23][CH2:22][CH2:21]4)[CH2:16][CH2:15]3)[CH:13]=[C:8]2[CH:7]=1)=[O:5])C>C1COCC1.CO.O>[CH:20]1([N:17]2[CH2:16][CH2:15][N:14]([C:12]3[CH:13]=[C:8]4[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[NH:25][C:9]4=[CH:10][N:11]=3)[CH2:19][CH2:18]2)[CH2:21][CH2:22][CH2:23][CH2:24]1

Participants

3

Reactant 1

HCID 69024323HCID 69024323, compound

Product 1

HCID 69024629HCID 69024629, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A mixture of 0.65 g (1.9 mmol) 5-(4-cyclopentyl-piperazin-1-yl)-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid ethyl ester and LiOHxH2O in THF/methanol/water was stirred at room temperature for 16 h. After evaporation of all volatiles the residue was taken up in water and HCl conc. was added. After evaporation the residue was treated with diethyl ether filtered, washed again with diethyl ether and dried to yield 0.46 g (69%) of the title compound as orange solid.

Workup

  1. customAfter evaporation of all volatiles the residue
  2. additionHCl conc. was added
  3. customAfter evaporation the residue
  4. additionwas treated with diethyl ether
  5. filtrationfiltered
  6. washwashed again with diethyl ether
  7. customdried

Sources & evidence

ORD record
ord-af8ff68f14b2482898aa320fbea9ef6f
Source dataset
uspto-grants-2008_03
Patent number
US07348323B2

Reaction notes

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