m-Anisoyl chloride → HCID 67547658, compound

HRID 490665Notes

Reaction equation

HRID 490665 reaction equation
[NH2:1][CH:2]1[CH2:6][N:5]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:4]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=3[C:24]#[N:25])[CH2:18][CH2:17]2)=[O:15])[CH2:3]1.[CH3:30][O:31][C:32]1[CH:33]=[C:34]([CH:38]=[CH:39][CH:40]=1)[C:35](Cl)=[O:36]>>[CH2:7]([N:5]1[C@H:4]([C:14]([N:16]2[CH2:17][CH2:18][N:19]([C:22]3[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=3[C:24]#[N:25])[CH2:20][CH2:21]2)=[O:15])[CH2:3][C@H:2]([NH:1][C:35](=[O:36])[C:34]2[CH:38]=[CH:39][CH:40]=[C:32]([O:31][CH3:30])[CH:33]=2)[CH2:6]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 74374m-Anisoyl chlorideHCID 57674252HCID 57674252, compound

Product 1

HCID 67547658HCID 67547658, compoundYield 8.2%

Procedure

As described for Example 89e, 2-[4-(4-amino-1-benzyl-pyrrolidine-2-carbonyl)-piperazin-1-yl]-benzonitrile (50.0 mg, 0.128 mmol) was converted, using 3-methoxy-benzoyl chloride instead of 2-chloro-benzoyl chloride, to the title compound (5.5 mg, 8.2%) as light yellow oil. MS m/e=524.3 [M+H]+.

Sources & evidence

ORD record
ord-f4bb7b08b90a4595ae8714abf2cac857
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

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