HCID 86758080, compound → HCID 86758079, compound

HRID 1936740Notes

Reaction equation

HRID 1936740 reaction equation
[NH:1]1CCN=[C:2]1[NH:6][N:7]=[C:8]([CH3:35])[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][C@@H:20]([C:32]([OH:34])=[O:33])[NH:21][C:22]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:23])=[CH:13][CH:12]=1.C(NN)(N)=[NH:37].Cl>C(Cl)Cl.CO.O.CC(O)=O>[NH2:37][N:1]=[CH:2][NH:6][N:7]=[C:8]([CH3:35])[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][C@@H:20]([C:32]([OH:34])=[O:33])[NH:21][C:22]([O:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[O:23])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 86758080HCID 86758080, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 86758079HCID 86758079, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 18914200Dichloromethane methanol acetic acid waterSolvent

Procedure

The operation is carried out as in Example 1 Stages A, B and C but using 440 mg of ketone (obtained in Stage A of Example 1) and 342 mg of aminoguanidine hydrochloride. 380 mg of expected product is obtained after chromatography (eluent CH2Cl2/MeOH/H2O/AcOH 90/10/1/1) in the form of an E/Z mixture 85/15.

Sources & evidence

ORD record
ord-7b1f82550a5f4988bb99dce592fe6442
Source dataset
uspto-grants-2002_05
Patent number
US06391904B1

Reaction notes

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