Benzoyl isocyanate → 1-Benzoyl-3-{4-[2-(2-methoxy-phenyl)-ethyl]-pyridin-2-yl}-urea

HRID 1023449Notes

Reaction equation

[C:1]([N:9]=[C:10]=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]([NH2:28])[CH:23]=1>C(Cl)Cl>[C:1]([NH:9][C:10]([NH:28][C:24]1[CH:23]=[C:22]([CH2:21][CH2:20][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[O:13][CH3:12])[CH:27]=[CH:26][N:25]=1)=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 60 °C

Procedure

Benzoyl isocynate (132 mg, 0.896 mmol) is added to a solution of 4-[2-(2-methoxy-phenyl)-ethyl]-pyridin-2-ylamine (93.0 mg, 0.407 mmol) in CH2Cl2 (4 mL), and the mixture is stirred at 60° C. After 20 hours, the mixture is concentrated to give the crude product, which is used in the next step without purification.

Workup

concentrationthe mixture is concentrated

Sources & evidence

ORD record: ord-36df7a69ddeb4024b67e58e1391b5b44
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08722709B2

Reaction notes

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