Trifluoroacetic acid → Trifluoroacetic acid

HRID 605861Notes

Reaction equation

HRID 605861 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([NH:8]C(=O)OC(C)(C)C)=[C:4]([NH:16][C:17]2[N:22]=[C:21]([S:23][C:24]#[N:25])[C:20]([N+:26]([O-:28])=[O:27])=[CH:19][N:18]=2)[CH:3]=1.[C:29]([OH:35])([C:31]([F:34])([F:33])[F:32])=[O:30]>C(Cl)Cl>[F:32][C:7]1[CH:6]=[C:5]([NH2:8])[C:4]([NH:16][C:17]2[N:22]=[C:21]([S:23][C:24]#[N:25])[C:20]([N+:26]([O-:28])=[O:27])=[CH:19][N:18]=2)=[CH:3][CH:2]=1.[C:29]([OH:35])([C:31]([F:34])([F:33])[F:32])=[O:30]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59704889tert-Butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate

Product 2

HCID 6422Trifluoroacetic acidHCID 866195415-fluoro-N'-(5-nitro-4-thiocyanatopyrimidin-2-yl)benzene-1,2-diamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate (4.06 g) was dissolved in 30% TFA in DCM (50 mL) and stirred until no starting material remained (90 min). The reaction solvents were removed, to yield crude 5-fluoro-N′-(5-nitro-4-thiocyanatopyrimidin-2-yl)benzene-1,2-diamine (MH+=306) as a TFA salt that was used immediately as such in the next step.

Workup

  1. custom(90 min)
  2. customThe reaction solvents were removed

Sources & evidence

ORD record
ord-16263288be444733bc82ac787e2bcdfb
Source dataset
uspto-grants-2011_03
Patent number
US07915268B2

Reaction notes

Loading…