Azide → HCID 89704777, compound

HRID 928928Notes

Reaction equation

HRID 928928 reaction equation
[F:1][C:2]1[C:3]([NH:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[F:30])=[C:4]([CH:9]=[C:10]([S:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[C:11]=1F)[C:5]([O:7][CH3:8])=[O:6].[N-:31]=[N+:32]=[N-:33]>>[N:31]([C:11]1[C:10]([S:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[C:3]([NH:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[F:30])[C:2]=1[F:1])=[N+:32]=[N-:33]

Participants

3

Reactant 2

HCID 33558AzideHCID 89704803HCID 89704803, compound

Product 1

HCID 89704777HCID 89704777, compound

Procedure

Methyl 3,4-difluoro-2-((2-fluorophenyl)amino)-5-((4-methoxy benzyl)thio)benzoate can be reacted with azide (such as NaN3, KN3) in appropriate solvent. The reaction is generally carried out at high temperature (60-120° C., prefer 80-100° C.) and normally completes within several hours (1-12 h, prefer 3-10 h). Methyl 4-azido-3-fluoro-2-((2-fluorophenyl)amino)-5-((4-methoxybenzyl)thio)benzoate is obtained after conventional workup.

Workup

  1. customis generally carried out at high temperature (60-120° C., prefer 80-100° C.)
  2. waitnormally completes within several hours
  3. custom(1-12 h, prefer 3-10 h)

Sources & evidence

ORD record
ord-6b5f7ffe6faf4ef2b5578b8e97dcb0bb
Source dataset
uspto-grants-2016_03
Patent number
US09290468B2

Reaction notes

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