(2H-1,3-benzodioxol-5-yl)boronic acid → HCID 10163758, compound

HRID 1783585Notes

Reaction equation

HRID 1783585 reaction equation
[C:1]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:28])[C:16]([C:18]2[C:26]3[C:21](=[C:22](Cl)[N:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[O:17])[CH:11]([CH3:29])[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:30]1[O:38][C:37]2[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][C:32]=2[O:31]1>>[C:1]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:28])[C:16]([C:18]2[C:26]3[C:21](=[C:22]([C:35]4[CH:34]=[CH:33][C:32]5[O:31][CH2:30][O:38][C:37]=5[CH:36]=4)[N:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[O:17])[CH:11]([CH3:29])[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 22476291HCID 22476291, compound

Product 1

HCID 10163758HCID 10163758, compound

Procedure

Example 5, was prepared according to the general method described above from 1-benzoyl-3-methyl-4-[(7-chloro-6-azaindol-3-yl)-oxoacetyl]piperazine and 3,4-methylenedioxyphenyl boronic acid, Precursor 14a-13, to provide 1-benzoyl-3-methyl-4-[(7-(3,4-methylenedioxyphenyl)-6-azaindol-3-yl)-oxoacetyl]piperazine. MS m/z: (M+H)+ Calc'd for C28H25N4O5: 497.18; found 497.03. HPLC retention time: 1.41 minutes (column B).

Workup

  1. customExample 5, was prepared

Sources & evidence

ORD record
ord-972ccdf6e6a24847a0388e9ef7561966
Source dataset
uspto-grants-2009_03
Patent number
US07501420B2

Reaction notes

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