3-Furoic acid → HCID 131726356, compound

HRID 1349813Notes

Reaction equation

HRID 1349813 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]([OH:8])=O)=[CH:2]1.Cl.CN(C)CCCN=C=NCC.[O:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH:22]1[N:27]1[C:35]2[C:30](=[CH:31][C:32]([C:36]3[N:40]=[CH:39][N:38]([C:41]([C:54]4[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=4)([C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)[C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)[N:37]=3)=[CH:33][CH:34]=2)[C:29]([C:60]2[CH:61]=[C:62]([NH2:66])[CH:63]=[CH:64][CH:65]=2)=[N:28]1>ClCCl>[O:1]1[CH:5]=[CH:4][C:3]([C:6]([NH:66][C:62]2[CH:63]=[CH:64][CH:65]=[C:60]([C:29]3[C:30]4[C:35](=[CH:34][CH:33]=[C:32]([C:36]5[N:40]=[CH:39][N:38]([C:41]([C:42]6[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=6)([C:48]6[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=6)[C:54]6[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=6)[N:37]=5)[CH:31]=4)[N:27]([CH:22]4[CH2:23][CH2:24][CH2:25][CH2:26][O:21]4)[N:28]=3)[CH:61]=2)=[O:8])=[CH:2]1

Participants

5

Reactant 3

HCID 102683-Furoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 211011823-(1-perhydro-2H-pyran-2-yl-5-[1-(triphenylmethyl)(1,2,4-triazol-3-yl)]-1H-indazol-3-yl}phenylamine

Product 1

HCID 131726356HCID 131726356, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of furan-3-carboxylic acid (0.056 g, 0.496 mmol) in 2.5 mL of dichloromethane, was added 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (EDCI) as a solid (0.105 g, 0.546 mmol). The solution was stirred at room temperature for 10 min before 3-{1-perhydro-2H-pyran-2-yl-5-[1-(triphenylmethyl)(1,2,4-triazol-3-yl)]-1H-indazol-3-yl}phenylamine (0.150 g, 0.248 mmol) dissolved in 1 mL of dichloromethane, was added. The reaction was stirred at room temperature overnight. The reaction mixture was then partitioned between dichloromethane and water. The crude material that was obtained from evaporation of the extracts was not purified further. (Yield not calculated) ES-MS (m/z) 697 [M+H]+.

Workup

  1. additionwas added
  2. customThe reaction mixture was then partitioned between dichloromethane and water

Sources & evidence

ORD record
ord-2afd555a6d2547fe9dffef6408fe844b
Source dataset
uspto-grants-2007_05
Patent number
US07211594B2

Reaction notes

Loading…