Hydrazine → HCID 178492088, compound

HRID 351206Notes

Reaction equation

HRID 351206 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]#[C:16][C:17]([OH:19])=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.ON1C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.Cl.Cl.[NH:42]([C:44]1[CH:45]=[CH:46][C:47]([O:50][CH3:51])=[N:48][CH:49]=1)[NH2:43].NN>CN1CCCC1=O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[N:42]([C:44]3[CH:49]=[N:48][C:47]([O:50][CH3:51])=[CH:46][CH:45]=3)[N:43]=[C:17]([OH:19])[CH:16]=2)=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 5

HCID 9321HydrazineHCID 81531DiisopropylethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 21090858HCID 21090858, compoundHCID 22341572(6-Methoxy-pyridin-3-yl)-hydrazine dihydrochloride2×

Product 1

HCID 178492088HCID 178492088, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent2×

Procedure

To a solution of 3-(4-benzyloxyphenyl)propiolic acid (1 g) and 1-hydroxybenzotriazole hydrate (643 mg) in N-methylpyrrolidone (10 ml) was added WSCD-HCl (912 mg) and the mixture was stirred at room temperature for 10 min. In another flask, diisopropylethylamine (2.31 g) was added to a suspension of 5-hydrazino-2-methoxypyridine dihydrochloride (1.26 g) in N-methylpyrrolidone (4 ml) and stirred at room temperature until all 5-hydrazino-2-methoxypyridine dihydrochloride was dissolved. Thus obtained hydrazine solution was added to the reaction flask and the mixture was stirred at room temperature for 1.5 hrs.

Workup

  1. dissolutionwas dissolved
  2. stirringthe mixture was stirred at room temperature for 1.5 hrs

Sources & evidence

ORD record
ord-48a24aa3a10847c4a1472540d69bb364
Source dataset
uspto-grants-2007_02
Patent number
US07183306B2

Reaction notes

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