Sodium Hydroxide → HCID 57378432, compound

HRID 72550Notes

Reaction equation

HRID 72550 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:24]2[CH2:27][CH:26]([NH:28][C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:30]=3[CH3:36])[CH2:25]2)=[C:6]([CH:23]=1)[C:7]([NH:9][C:10]1([C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[CH:15][CH:14]=2)[CH2:12][CH2:11]1)=[O:8].[OH-].[Na+]>C1OCCOC1.O>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:24]2[CH2:25][CH:26]([NH:28][C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:30]=3[CH3:36])[CH2:27]2)=[C:6]([CH:23]=1)[C:7]([NH:9][C:10]1([C:13]2[CH:22]=[CH:21][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=2)[CH2:12][CH2:11]1)=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67958192Methyl 4-(1-(5-chloro-2-(3-((4-fluoro-2-methylphenyl)amino)azetidin-1-yl)nicotinamido)cyclopropyl)benzoate

Product 1

HCID 57378432HCID 57378432, compound

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

To a solution of methyl 4-(1-(5-chloro-2-(3-((4-fluoro-2-methylphenyl)amino)azetidin-1-yl)nicotinamido)cyclopropyl)benzoate (D168) (105 mg, 0.206 mmol) in a mixture 1-4 dioxane/water (3 ml/1 ml), 1N NaOH (0.309 ml) was added. The reaction mixture was stirred at room temperature overnight. Organic solvent was evaporated in vacuo and the reaction mixture was acidified with 2N HCl (pH=5-6). The solid obtained was filtered off and dried to afford the title (E34) (65 mg

Workup

  1. customOrganic solvent was evaporated in vacuo
  2. customThe solid obtained
  3. filtrationwas filtered off
  4. customdried
  5. customto afford the title (E34) (65 mg

Sources & evidence

ORD record
ord-64ad0e92dc3641aabb2717841f87f8c1
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Reaction notes

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