Carbamic chloride, N-methyl-N-phenyl- → HCID 10126521, compound

HRID 1179704Notes

Reaction equation

HRID 1179704 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[N:7][CH:8]=1.[CH3:19][N:20]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:21](Cl)=[O:22]>>[F:18][C:2]([F:1])([F:17])[C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]2[CH:11]=[CH:12][C:13]([O:16][C:21](=[O:22])[N:20]([CH3:19])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:14][CH:15]=2)=[N:7][CH:8]=1

Participants

3

Reactant 2

HCID 77969Carbamic chloride, N-methyl-N-phenyl-HCID 22047974HCID 22047974, compound

Product 1

HCID 10126521HCID 10126521, compoundYield 32%

Procedure

The title compound was prepared from 4-(5-trifluoromethyl-pyridin-2-ylamino)-phenol and N-methyl-N-phenylcarbamoyl chloride. The crude product was purified by preparative HPLC to give the title product (32%, white crystals). HPLC-MS m/z=388.2 (M+1), Rt: 4.72 min. δH(300 MHz; CDCl3): 3.44 (s, 3H), 6.76 (d, 1H), 6.81 (bs, 1H), 7.12 (d, 2H), 7.27-7.45 (m, 6H), 7.63 (dd, 1H), 8.42 (bs, 1H).

Workup

  1. customThe crude product was purified by preparative HPLC

Sources & evidence

ORD record
ord-c0d96073e6214e9f979d0ace46ba7077
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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