Lithium Hydroxide → HCID 54248121, compound

HRID 1008599Notes

Reaction equation

HRID 1008599 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][NH:13][C:14](=[O:38])[C@@H:15]3[CH2:19][CH2:18][CH2:17][N:16]3[C:20](=[O:37])[C@@:21](CC(OCCC)=O)([NH2:29])[CH2:22][CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[OH-:39].[Li+].[CH2:41]([CH2:44][O:45]C)OC>>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][NH:13][C:14](=[O:38])[C@@H:15]3[CH2:19][CH2:18][CH2:17][N:16]3[C:20](=[O:37])[C@H:21]([NH:29][CH2:41][C:44]([OH:45])=[O:39])[CH2:22][CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 3939Lithium HydroxideHCID 80711,2-DimethoxyethaneHCID 69780199HCID 69780199, compound

Product 1

HCID 54248121HCID 54248121, compound

Procedure

To a solution of 135 mg of N-(1-amino-isoquinolin-6-ylmethyl)-1-(propyloxycarbonylmethyl amino-2(R)-cyclohexylmethyl-acetyl)-prolinamide in 4.0 mL dimethoxyethane was added 2.0 mL of 2 M aqueous lithium hydroxide solution was added and stirring was continued for 3 h at ambient temperature. The solvent was removed i.vac., methanol was added and the compound was purified by reversed-phase column chromatography as described in example 110c. Yield: 100 mg (81%). MS: 482

Workup

  1. additionwas added
  2. customThe solvent was removed i.vac
  3. addition, methanol was added
  4. customthe compound was purified by reversed-phase column chromatography

Sources & evidence

ORD record
ord-de3d7910b4474740a6414a0958dbb54f
Source dataset
uspto-grants-2004_09
Patent number
US06797710B2

Reaction notes

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