2,6-Dichlorobenzoyl chloride → HCID 67547863, compound

HRID 490664Notes

Reaction equation

HRID 490664 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.[Cl:30][C:31]1[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[C:32]=1[C:33](Cl)=[O:34]>>[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:33](=[O:34])[C:32]2[C:31]([Cl:30])=[CH:39][CH:38]=[CH:37][C:36]=2[Cl:40])[CH2:6]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 783922,6-Dichlorobenzoyl chlorideHCID 57674252HCID 57674252, compound

Product 1

HCID 67547863HCID 67547863, compoundYield 20%

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 2,6-dichloro-benzoyl chloride instead of 2-chloro-benzoyl chloride, to the title compound (15 mg, 20%) as light yellow oil. MS m/e=562.2 [M+H]+.

Sources & evidence

ORD record
ord-d33095c697ac48228a71835a09c86b39
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

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