Hydrochloric Acid → HCID 46829883, compound

HRID 1946512Notes

Reaction equation

HRID 1946512 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][N:10]2[C:14]3[CH:15]([CH2:19][C:20]([O:22]CC)=[O:21])[CH2:16][CH2:17][CH2:18][C:13]=3[N:12]=[C:11]2[CH:25]([CH3:27])[CH3:26])[CH:5]=[CH:6][C:7]=1[Cl:8].[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][N:10]2[C:14]3[CH:15]([CH2:19][C:20]([OH:22])=[O:21])[CH2:16][CH2:17][CH2:18][C:13]=3[N:12]=[C:11]2[CH:25]([CH3:27])[CH3:26])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58460223HCID 58460223, compound

Product 1

HCID 46829883HCID 46829883, compoundYield 32.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Intermediate 47 (330 mg) was dissolved in methanol (3 mL) and 2M sodium hydroxide (2.42 mL) was added and the mixture stirred overnight. The mixture was blown down by ca 50% and the pH adjusted to 6 by addition of 2M hydrochloric acid. The precipitate was collected by filtration, washed with water and dried in vacuo to provide the title compound (100 mg) LC/MS MH+ 381, Rt 2.03 mins (5 min run, TFA modifier).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-27474c21a4a04de0b4a3a3639bb2c5a8
Source dataset
uspto-grants-2013_03
Patent number
US08399444B2

Reaction notes

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