3-Iodobenzoic acid → HCID 3409622, compound

HRID 1403195Notes

Reaction equation

HRID 1403195 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[I:30][C:31]1[CH:32]=[C:33]([CH:37]=[CH:38][CH:39]=1)[C:34]([OH:36])=O>C(Cl)Cl>[I:30][C:31]1[CH:32]=[C:33]([C:34]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[O:36])[CH:37]=[CH:38][CH:39]=1

Participants

6

Reactant 4

HCID 120603-Iodobenzoic acidHCID 531671-MethylpiperazineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 3409622HCID 3409622, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Methylpiperazine (0.58 mL, 5.2 mmol), HOBt (0.70 g, 5.2 mmol) and EDCl (1.0 g, 5.2 mmol) were added to a solution of 3-iodobenzoic acid (1.0 g, 4.0 mmol) in dry DCM (40 mL). The mixture was stirred at room temperature for 16 h, washed with saturated aqueous sodium bicarbonate (30 mL), water (15 mL), brine, dried over sodium sulphate, and evaporated to afford the title compound (1.27 g, 96%).

Workup

  1. washwashed with saturated aqueous sodium bicarbonate (30 mL), water (15 mL), brine
  2. dry with materialdried over sodium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-c8f01a100bbe4fe19b3f14ed75bc3a39
Source dataset
uspto-grants-2014_12
Patent number
US08912200B2

Reaction notes

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