Lithium Hydroxide → HCID 57947895, compound

HRID 416434Notes

Reaction equation

HRID 416434 reaction equation
[Cl:1][C:2]1[C:35]([F:36])=[CH:34][CH:33]=[CH:32][C:3]=1[CH2:4][NH:5][C:6](=[O:31])[N:7]([C@H:9]([CH2:16][O:17][C:18](=[O:30])[NH:19][C:20]1[N:21]=[CH:22][C:23]2[C:28]([CH:29]=1)=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:10][CH2:11][C:12]([O:14]C)=[O:13])[CH3:8].[Li+:37].[OH-]>O1CCOCC1>[Cl:1][C:2]1[C:35]([F:36])=[CH:34][CH:33]=[CH:32][C:3]=1[CH2:4][NH:5][C:6](=[O:31])[N:7]([C@H:9]([CH2:16][O:17][C:18](=[O:30])[NH:19][C:20]1[N:21]=[CH:22][C:23]2[C:28]([CH:29]=1)=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:10][CH2:11][C:12]([O-:14])=[O:13])[CH3:8].[Li+:37]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57947486HCID 57947486, compound

Product 1

HCID 57947895HCID 57947895, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of (S)-methyl 4-(3-(2-chloro-3-fluorobenzyl)-1-methylureido)-5-(isoquinolin-3-ylcarbamoyloxy)pentanoate (220 mg, 0.43 mmol) in 1,4-dioxane (5 mL) was added LiOH (2N, 1.3 mL, 2.6 mmol). The reaction mixture was stirred at RT for 1 h and concentrated to give lithium (S)-4-(3-(2-chloro-3-fluorobenzyl)-1-methylureido)-5-(isoquinolin-3-ylcarbamoyloxy)pentanoate, which was used without further purification. LRMS (M+H+) m/z 503.2.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-f46cef033037433089c345ccf359edf6
Source dataset
uspto-grants-2012_01
Patent number
US08088793B2

Reaction notes

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