Lithium Hydroxide → lithium 5-(3-pyrrolidin-1-yl-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
Reaction equation
C([O:3][C:4]([C:6]1[NH:23][C:9]2=[N:10][CH:11]=[C:12]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)[CH:13]=[C:8]2[CH:7]=1)=[O:5])C.[OH-].[Li+:25]>O.CO.O1CCCC1>[N:18]1([CH2:17][CH2:16][CH2:15][O:14][C:12]2[CH:13]=[C:8]3[CH:7]=[C:6]([C:4]([O-:5])=[O:3])[NH:23][C:9]3=[N:10][CH:11]=2)[CH2:19][CH2:20][CH2:21][CH2:22]1.[Li+:25]Participants
6
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Conditions
- Temperature
- 0 °C
Procedure
To the suspension of 0.19 g (0.6 mmol) 5-(3-pyrrolidin-1-yl-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester in 0.4 ml water, 0.4 ml methanol and 0.4 ml tetrahydrofuran was cooled to 0° C. and treated with 0.63 ml (0.63 mmol) of a 1M aqueous lithium hydroxide solution. After stirring for 5 hours at room temperature the volatile components were evaporated at a rotary evaporator and the residue dried under high vacuum over phosphorus pentoxide to give 0.18 g (100%) of the compound as a light yellow solid (100%).
Workup
- customwere evaporated at a rotary evaporator
- dry with materialthe residue dried under high vacuum over phosphorus pentoxide
Sources & evidence
- ORD record
- ord-d1560047d96d430d94c149de760c261e
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07622466B2
Reaction notes
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