3-(Trifluoromethyl)phenyl isocyanate → 1-[4-(6-Fluoro-pyrimidin-4-yloxy)-phenyl]-3-(3-trifluoromethyl-phenyl)-urea

HRID 1993547Notes

Reaction equation

HRID 1993547 reaction equation
[F:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH:3]=1.[F:16][C:17]([F:28])([F:27])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N:24]=[C:25]=[O:26])[CH:19]=1>>[F:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:25]([NH:24][C:20]3[CH:21]=[CH:22][CH:23]=[C:18]([C:17]([F:16])([F:27])[F:28])[CH:19]=3)=[O:26])=[CH:11][CH:10]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 586594294-(6-Fluoropyrimidin-4-yloxy)benzenamine

Product 1

HCID 586594091-[4-(6-Fluoro-pyrimidin-4-yloxy)-phenyl]-3-(3-trifluoromethyl-phenyl)-urea

Procedure

The title compound is prepared as described in Example 102 but using 4-(6-fluoro-pyrimidin-4-yloxy)-phenylamine (Example 111) and α,α,α-trifluoro-m-tolyl-isocyanate. The reaction mixture is stirred for 4 h. The title compound is obtained as a white solid: ESMS: 392.9 [M+H]+; single peak at tR=8.90 min (System 2); Rf=0.14 (CH2Cl2/Et2O, 90/10).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-5ba0289adc034c95b613c6fc5a1cd320
Source dataset
uspto-grants-2010_01
Patent number
US07652022B2

Reaction notes

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