Hydrochloric Acid → HCID 178481163, compound

HRID 1582231Notes

Reaction equation

HRID 1582231 reaction equation
Br.[NH2:2][C:3]([NH:5][C:6]([C:8]1[N:9]([CH3:27])[C:10]2[C:15]([CH:16]=1)=[C:14]([C:17]([F:20])([F:19])[F:18])[CH:13]=[C:12]([CH2:21][CH2:22][P:23](=[O:26])([OH:25])[OH:24])[CH:11]=2)=[O:7])=[NH:4].[OH-].[Na+].Cl>O>[NH2:4][C:3]([NH:5][C:6]([C:8]1[N:9]([CH3:27])[C:10]2[C:15]([CH:16]=1)=[C:14]([C:17]([F:18])([F:19])[F:20])[CH:13]=[C:12]([CH2:21][CH2:22][P:23](=[O:24])([OH:26])[OH:25])[CH:11]=2)=[O:7])=[NH:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 178419585HCID 178419585, compound

Product 1

HCID 178481163HCID 178481163, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-[2-[[[Amino(imino)methyl]amino]carbonyl]-1-methyl-4-(trifluoromethyl)-1H-indol-6-yl]ethylphosphonic acid hydrobromide (2.34 g, 4.24 mmol) was suspended in distilled water (100 ml), followed by adding thereto a 1.0N aqueous sodium hydroxide solution (12.7 ml, 12.7 mmol) to effect dissolution and adjust the pH to 11. The resulting solution was filtered and the filtrate was adjusted to a pH of 1 or lower with a 1.0N aqueous hydrochloric acid solution (8.48 ml, 8.48 mmol). After confirming that the filtrate became a white suspension, the filtrate was adjusted to pH 5 with a 1.0N aqueous sodium hydroxide solution and the white solid precipitated was collected by filtration. The white solid obtained was washed with water and then dried under reduced pressure to obtain 1.60 g of 2-[2-[[[amino(imino)methyl]amino]carbonyl]-1-methyl-4-(trifluoromethyl)-1H-indol-6-yl]-ethylphosphonic acid as a white solid.

Workup

  1. additionby adding
  2. dissolutiondissolution
  3. filtrationThe resulting solution was filtered
  4. customthe white solid precipitated
  5. filtrationwas collected by filtration
  6. customThe white solid obtained
  7. washwas washed with water
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-2b555cff68834076bafc74b7bf6b60d1
Source dataset
uspto-grants-2004_05
Patent number
US06734205B2

Reaction notes

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