Hydrochloric Acid → HCID 59835898, compound

HRID 271735Notes

Reaction equation

HRID 271735 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]([C:16]#[C:17][C:18]3[CH:19]=[CH:20][C:21]([O:28][CH2:29][CH2:30][N:31]4[CH2:35][CH2:34][CH2:33][CH2:32]4)=[C:22]([CH:27]=3)[C:23]([O:25]C)=[O:24])=[N:14][CH:15]=2)=[CH:6][CH:5]=1.Cl>CO>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:11]=[CH:12][C:13]([C:16]#[C:17][C:18]3[CH:19]=[CH:20][C:21]([O:28][CH2:29][CH2:30][N:31]4[CH2:32][CH2:33][CH2:34][CH2:35]4)=[C:22]([CH:27]=3)[C:23]([OH:25])=[O:24])=[N:14][CH:15]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10367021HCID 10367021, compound

Product 1

HCID 59835898HCID 59835898, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

1.6 mL aqueous 1 M NaOH are added to a solution of 369 mg (0.8 mmol) methyl 5-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-2-(2-pyrrolidin-1-yl-ethoxy)-benzoate (Example 3.4) in 20 mL MeOH and the reaction mixture is heated to 70° C. for 3 h. It is combined with 1.6 mL 1 M HCl, evaporated down i.vac. and the residue is coevaporated twice with in each case 20 mL MeOH. The residue is triturated with EtOH with heating and suction filtered.

Workup

  1. customevaporated down i.vac
  2. customThe residue is triturated with EtOH
  3. temperaturewith heating
  4. filtrationsuction filtered

Sources & evidence

ORD record
ord-2f9bb914b87b461a8d0bdfd02c166156
Source dataset
uspto-grants-2008_11
Patent number
US07452911B2

Reaction notes

Loading…