Benzoyl chloride, 3,4,5-trimethoxy- → HCID 67548140, compound

HRID 490666Notes

Reaction equation

HRID 490666 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]=[C:39]([O:43][CH3:44])[C:40]=1[O:41][CH3:42])[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:33]=[C:32]([O:31][CH3:30])[C:40]([O:41][CH3:42])=[C:39]([O:43][CH3:44])[CH:38]=2)[CH2:6]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 57674252HCID 57674252, compound

Product 1

HCID 67548140HCID 67548140, compoundYield 17.9%

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 3,4,5-trimethoxy-benzoyl chloride instead of 2-chloro-benzoyl chloride, to the title compound (13.4 mg, 17.9%) as light yellow oil. MS m/e=583.7 [M+H]+.

Sources & evidence

ORD record
ord-79acacc7a97148abace5a32c2e552d07
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

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