Lithium Hydroxide → HCID 57699941, compound

HRID 1686006Notes

Reaction equation

HRID 1686006 reaction equation
C1([O:6][C:7](=[O:41])[C@@H:8]([NH2:40])[CH2:9][CH2:10][O:11][C:12]2[CH:21]=[C:20]3[C:15]([C:16]([O:22][C:23]4[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:37])[C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:25][CH:24]=4)=[N:17][CH:18]=[N:19]3)=[CH:14][C:13]=2[O:38][CH3:39])CCCC1.[OH-].[Li+]>C1COCC1.O>[NH2:40][C@@H:8]([CH2:9][CH2:10][O:11][C:12]1[CH:21]=[C:20]2[C:15]([C:16]([O:22][C:23]3[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:37])[C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:25][CH:24]=3)=[N:17][CH:18]=[N:19]2)=[CH:14][C:13]=1[O:38][CH3:39])[C:7]([OH:41])=[O:6]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57699853HCID 57699853, compound

Product 1

HCID 57699941HCID 57699941, compoundYield 36.4%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a mixture of (S)-2-amino-4-[4-(4-benzoylamino-phenoxy)-6-methoxy-quinazolin-7-yloxy]-butyric acid cyclopentyl ester (25 mg, 0.045 mmol) in THF/H2O (4 ml, 1:1) was added lithium hydroxide (5.4 mg, 0.225 mmol) and the mixture was stirred for 18 hours, acidified and concentrated under reduced pressure. The residue was purified by preparative HPLC to provide the title compound as a white solid (8 mg).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-4367a7f84a2a4535b91d4409b3758e66
Source dataset
uspto-grants-2012_04
Patent number
US08148531B2

Reaction notes

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