Cupric acetate → HCID 23365499, compound

HRID 1363854Notes

Reaction equation

HRID 1363854 reaction equation
[C:1]1([CH2:22][N:23]2[CH2:36][CH2:35][CH2:34][NH:33][CH2:32][CH2:31][NH:30][CH2:29][CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[CH:6]=[CH:5][C:4]([CH2:7][N:8]2[CH2:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:3][CH:2]=1.[C:37]([O-:40])(=[O:39])[CH3:38].[Cu+2:41].[C:42]([O-:45])(=[O:44])[CH3:43]>>[OH2:39].[OH2:44].[OH2:39].[OH2:39].[OH2:39].[OH2:39].[C:37]([O-:40])(=[O:39])[CH3:38].[C:42]([O-:45])(=[O:44])[CH3:43].[Cu+2:41].[C:4]1([CH2:7][N:8]2[CH2:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:5]=[CH:6][C:1]([CH2:22][N:23]2[CH2:36][CH2:35][CH2:34][NH:33][CH2:32][CH2:31][NH:30][CH2:29][CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[CH:2][CH:3]=1

Participants

3

Reactant 2

HCID 8895Cupric acetateHCID 65015Plerixafor

Product 1

HCID 23365499HCID 23365499, compoundYield 152.8%

Procedure

To a stirred solution of 1,1′[1,4-phenylene-bis-(methylene)]-bis-1,4,8,11-tetraazacyclotetradecane (100 mg) was added copper(II) acetate (72 mg, 2.0 eq) in one portion. The solution became dark blue/purple in colour almost immediately. The mixture was stirred for one hour then triturated with ether to give a blue precipitate. The blue solid was filtered off and dried giving 1,1′-[1,4-phenylene-bis-(methylene)]-bis-1,4,8,11-tetraazacyclotetradecane copper diacetate hexahydrate (80 mg, 46%).

Workup

  1. customthen triturated with ether
  2. customto give a blue precipitate
  3. filtrationThe blue solid was filtered off
  4. customdried

Sources & evidence

ORD record
ord-df74295fc5e64d66b348efe2a96ee984
Source dataset
uspto-grants-2011_02
Patent number
USRE042152E1

Reaction notes

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