Sodium Hydroxide → HCID 67377020, compound

HRID 1896077Notes

Reaction equation

HRID 1896077 reaction equation
C([NH:5][C:6]1[C:11]([C:12]2[N:16]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([F:25])[C:18]=3[F:26])[N:15]=[N:14][N:13]=2)=[CH:10][CH:9]=[CH:8][N:7]=1)(C)(C)C.[OH-].[Na+]>CO.Cl>[F:26][C:18]1[C:19]([F:25])=[C:20]([O:23][CH3:24])[CH:21]=[CH:22][C:17]=1[N:16]1[C:12]([C:11]2[C:6]([NH2:5])=[N:7][CH:8]=[CH:9][CH:10]=2)=[N:13][N:14]=[N:15]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67377437HCID 67377437, compound

Product 1

HCID 67377020HCID 67377020, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

As shown in step 1-iv of Scheme 1, Compound 1004 (5.0 g, 13.9 mmol) was taken up in 15 mL of methanol and 30 mL of 6M HCl. After refluxing for 10 hrs, the mixture was cooled to 0° C. and the pH adjusted to 8 with 6M sodium hydroxide. The resulting white precipitate was collected by vacuum filtration, washed well with water, and dried at 55° C. under vacuum for 16 hours to afford 3-(1-(2,3-difluoro-4-methoxyphenyl)-1H-tetrazol-5-yl)pyridin-2-amine (4.2 g): ESMS (M+1)=305.

Workup

  1. temperatureAfter refluxing for 10 hrs
  2. filtrationThe resulting white precipitate was collected by vacuum filtration
  3. washwashed well with water
  4. customdried at 55° C. under vacuum for 16 hours

Sources & evidence

ORD record
ord-292d390bd1ec4d95b6133cd8c7624686
Source dataset
uspto-grants-2013_08
Patent number
US08518938B2

Reaction notes

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