Sodium Hydroxide → HCID 56943245, compound

HRID 1631138Notes

Reaction equation

HRID 1631138 reaction equation
[NH2:1][C:2]1[N:11]=[C:10]([C:12]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15]2)=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:23]3[CH:38]=[CH:37][CH:36]=[CH:35][C:24]=3[CH2:25][N:26]3[CH2:30][CH2:29][CH2:28][CH:27]3[C:31]([O:33]C)=[O:32])[CH:8]=2)[N:3]=1.[OH-].[Na+]>O1CCCC1>[NH2:1][C:2]1[N:11]=[C:10]([C:12]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15]2)=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:23]3[CH:38]=[CH:37][CH:36]=[CH:35][C:24]=3[CH2:25][N:26]3[CH2:30][CH2:29][CH2:28][CH:27]3[C:31]([OH:33])=[O:32])[CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 56943244HCID 56943244, compound

Product 1

HCID 56943245HCID 56943245, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

280 mg of methyl 1-{2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]benzyl}pyrrolidine-2-carboxylate are dissolved in 5 ml of tetrahydrofuran. 5 ml of 2N sodium hydroxide solution are added, and the mixture is stirred at 25° C. for 16 h. The mixture is evaporated in vacuo and acidified using 2N hydrochloric acid, during which the product precipitates out. Filtration and drying at 40° C. in vacuo gives 1-{2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]benzyl}pyrrolidine-2-carboxylic acid.

Workup

  1. customThe mixture is evaporated in vacuo
  2. customduring which the product precipitates out
  3. filtrationFiltration
  4. customdrying at 40° C. in vacuo

Sources & evidence

ORD record
ord-fa00775251a843bf8709466dc6612722
Source dataset
uspto-grants-2014_07
Patent number
US08791129B2

Reaction notes

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