Ethylmorpholine → HCID 131715897, compound

HRID 1194523Notes

Reaction equation

HRID 1194523 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:25])[C@H:5]([CH2:7][C:8]1[CH:15]=[C:13]([I:14])[C:12]([O:16][C:17]2[CH:23]=[CH:22][C:21]([OH:24])=[C:19]([I:20])[CH:18]=2)=[C:10]([I:11])[CH:9]=1)[NH2:6].C1(N=C=NC2CCCCC2)CCCCC1.[CH3:41][PH:42][CH:43](C)C(O)=O.C(N1[CH2:55][CH2:54][O:53]CC1)C>CN(C)C=O>[CH3:2][O:3][C:4](=[O:25])[C@H:5]([CH2:7][C:8]1[CH:15]=[C:13]([I:14])[C:12]([O:16][C:17]2[CH:23]=[CH:22][C:21]([OH:24])=[C:19]([I:20])[CH:18]=2)=[C:10]([I:11])[CH:9]=1)[NH:6][C:54](=[O:53])[CH2:55][CH2:41][PH:42][CH3:43]

Participants

6

Reactant 4

HCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 21270540HCID 21270540, compoundHCID 131715898HCID 131715898, compound

Product 1

HCID 131715897HCID 131715897, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

360 mg (0.52 millimole) of triiodothyronine methyl ester hydrochloride and 220 mg (1.07 millimoles) of dicyclohexylcarbodiimide, dissolved in 0.5 ml of dimethylformamide, are added successively to the solution of 110 mg of methylphosphinopropionic acid (0.72 millimole) and 0.3 ml (2.35 millimoles) of N-ethylmorpholine in 2 ml of dimethylformamide with stirring, ice cooling and exclusion of moisture. The mixture is allowed to warm to room temperature with stirring, and the precipitated dicyclohexylurea is then filtered off under suction after standing for 28 hours under the exclusion of light at room temperature. The residue which remains after distilling off the solvent is precipitated repeatedly from ethanol/ether.

Workup

  1. stirringwith stirring
  2. filtrationthe precipitated dicyclohexylurea is then filtered off under suction
  3. distillationafter distilling off the solvent
  4. customis precipitated repeatedly from ethanol/ether

Sources & evidence

ORD record
ord-c370e22a99d445b1ac4b1d929649e36d
Source dataset
uspto-grants-1989_03
Patent number
US04814484

Reaction notes

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