2,6-Difluorophenyl isocyanate → HCID 21083200, compound

HRID 347638Notes

Reaction equation

HRID 347638 reaction equation
Cl.Cl.[NH2:3][C:4]1[CH:5]=[C:6]([CH:20]=[CH:21][C:22]=1[CH2:23][NH2:24])[C:7]([N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:8].[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[C:27]=1[N:33]=[C:34]=[O:35]>>[NH2:3][C:4]1[CH:5]=[C:6]([CH:20]=[CH:21][C:22]=1[CH2:23][NH:24][C:34]([NH:33][C:27]1[C:28]([F:32])=[CH:29][CH:30]=[CH:31][C:26]=1[F:25])=[O:35])[C:7]([N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:8]

Participants

3

Reactant 2

HCID 5221622,6-Difluorophenyl isocyanateHCID 21083201HCID 21083201, compound

Product 1

HCID 21083200HCID 21083200, compound

Procedure

The amine hydrochloride from. Example 12B (0.132 g, 0.35 mmol) was reacted with 2,6-difluorophenylisocyanate (0.055 g, 0.35 mmol) according to the procedure in Example 1C. The product was purified by flash chromatography on silica (eluant EtOAc:pet. eth r 70:30) and then by preparative HPLC (gradient water:acetonitrile 80:20–20:80; 0.1% TFA). The HPLC fractions were freeze-dried to give a white solid; yield 0.027 g (17%).

Workup

  1. customThe product was purified by flash chromatography on silica (eluant EtOAc:pet. eth r 70:30)
  2. customThe HPLC fractions were freeze-dried
  3. customto give a white solid

Sources & evidence

ORD record
ord-00f6403a51984b5ab27f6f5ad0cc6bfe
Source dataset
uspto-grants-2007_02
Patent number
US07176195B2

Reaction notes

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