p-(Trifluoromethoxy)phenyl isocyanate → HCID 59694313, compound

HRID 899954Notes

Reaction equation

HRID 899954 reaction equation
[CH3:1][C:2]([NH:8][CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[CH:12][C:11]=1[Cl:22])([CH3:7])[C:3]([O:5]C)=O.[F:23][C:24]([F:36])([F:35])[O:25][C:26]1[CH:31]=[CH:30][C:29]([N:32]=[C:33]=[O:34])=[CH:28][CH:27]=1>>[CH3:7][C:2]1([CH3:1])[N:8]([CH2:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][C:11]=2[Cl:22])[C:33](=[O:34])[N:32]([C:29]2[CH:28]=[CH:27][C:26]([O:25][C:24]([F:23])([F:35])[F:36])=[CH:31][CH:30]=2)[C:3]1=[O:5]

Participants

3

Reactant 2

HCID 92298p-(Trifluoromethoxy)phenyl isocyanateHCID 68764987HCID 68764987, compound

Product 1

HCID 59694313HCID 59694313, compound

Procedure

The product is prepared according to the procedure described in Example 59, starting with 180 mg of methyl 2-methyl-2-[(3-chloro-6-methoxyquinol-4-ylmethyl)amino]propanoate instead of methyl 2-methyl-2-[(quinol-4-ylmethyl)amino]propanoate used in Example 59 and 267 mg of 4-(trifluoromethoxy)phenyl isocyanate. After purification by flash chromatography on a column (SiO2, 80/20 cyclohexane/EtOAc by volume as eluent, Ar), 137 mg of the expected product are obtained.

Workup

  1. customThe product is prepared
  2. customAfter purification by flash chromatography on a column (SiO2, 80/20 cyclohexane/EtOAc by volume as eluent, Ar), 137 mg of the expected product
  3. customare obtained

Sources & evidence

ORD record
ord-9deba495b3cc4e809adbdbc6cbb023ce
Source dataset
uspto-grants-2008_04
Patent number
US07354933B2

Reaction notes

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