Carbamate → HCID 9974494, compound

HRID 2256408Notes

Reaction equation

HRID 2256408 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:13]([F:14])=[CH:12][C:10]([NH2:11])=[CH:9][C:8]=2[F:15])=[CH:3][CH:2]=1.[C:16](=[O:19])([O-:18])N>>[C:16]([NH:11][C:10]1[CH:9]=[C:8]([F:15])[C:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)=[C:13]([F:14])[CH:12]=1)([O:18][CH2:4][C:7]1[CH:13]=[CH:12][CH:10]=[CH:9][CH:8]=1)=[O:19]

Participants

3

Reactant 2

HCID 276CarbamateHCID 10262378HCID 10262378, compound

Product 1

HCID 9974494HCID 9974494, compound

Procedure

Following the general procedure of PREPARATION 3 and making non-critical variations 4-(4-pyridyl)-3,5-difluoroaniline (PREPARATION 8, 236 mg, 1.15 mmol) is converted to the carbamate derivative. The crude product is purified by silica gel chromatography (100 g of SG, eluted with a 3-5% acetonitrile/chloroform gradient), the title compound is recovered as a solid, mp 185°-186°; FTIR (neat) cm-1 1743, 1642, 1605, 1254, 1072; HRMS calc'd for C19H14F2N2O2 =340.1023, found=340.1029; MS (EI, m/z) 340, 232, 108, 91, 79, 43; NMR (CDCl3) δ 8.67, 7.43-7.38, 7.15, 5.23.

Workup

  1. customthe general procedure of PREPARATION 3
  2. customThe crude product is purified by silica gel chromatography (100 g of SG
  3. washeluted with a 3-5% acetonitrile/chloroform gradient), the title compound
  4. customis recovered as a solid, mp 185°-186°

Sources & evidence

ORD record
ord-1869b8749ba94b52b058df9b43a7c55e
Source dataset
uspto-grants-1997_08
Patent number
US05654435

Reaction notes

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