1-(3-Chlorophenyl)piperazine → HCID 58834866, compound

HRID 2421925Notes

Reaction equation

HRID 2421925 reaction equation
C1(P(=[N:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2/[CH:27]=[CH:28]/[C:29]([O:31][CH3:32])=[O:30])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]([F:43])([F:42])[F:41])=[CH:36][C:35]=1[N:44]=[C:45]=O.[Cl:47][C:48]1[CH:49]=[C:50]([N:54]2[CH2:59][CH2:58][NH:57][CH2:56][CH2:55]2)[CH:51]=[CH:52][CH:53]=1>>[Cl:47][C:48]1[CH:49]=[C:50]([N:54]2[CH2:59][CH2:58][N:57]([C:45]3[N:44]([C:35]4[CH:36]=[C:37]([C:40]([F:43])([F:42])[F:41])[CH:38]=[CH:39][C:34]=4[F:33])[CH:27]([CH2:28][C:29]([O:31][CH3:32])=[O:30])[C:22]4[C:21](=[CH:26][CH:25]=[CH:24][CH:23]=4)[N:20]=3)[CH2:56][CH2:55]2)[CH:51]=[CH:52][CH:53]=1

Participants

4

Reactant 3

HCID 13551-(3-Chlorophenyl)piperazineHCID 27333802-Fluoro-5-(trifluoromethyl)phenyl isocyanateHCID 11826263HCID 11826263, compound

Product 1

HCID 58834866HCID 58834866, compound

Procedure

Starting with 150 mg (0.34 mmol) of the iminophosphorane from Example 3A, 74 mg (0.34 mmol) of 2-fluoro-5-(trifluoromethyl)phenyl isocyanate and 67 mg (0.34 mmol) of N-(3-chlorophenyl)piperazine, the general procedure [E] and chromatographic purification (method 2) give 95 mg (50% of theory) of product.

Workup

  1. customthe general procedure [E] and chromatographic purification (method 2)
  2. customgive 95 mg (50% of theory) of product

Sources & evidence

ORD record
ord-395233d4133c4c79b5a4d6c63bb7f326
Source dataset
uspto-grants-2011_06
Patent number
US07960387B2

Reaction notes

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