O-Methylhydroxylamine hydrochloride → HCID 178502744, compound

HRID 1158622Notes

Reaction equation

HRID 1158622 reaction equation
Cl.[CH3:2][O:3][NH2:4].Br[CH2:6][C:7]([NH:9][C:10]1[C:27]([OH:28])=[C:26]2[C:13]([CH2:14][CH:15]3[C:24]([C:25]2=[O:29])=[C:23]([OH:30])[C:22]2([OH:31])[CH:17]([CH:18]([N:37]([CH3:39])[CH3:38])[C:19]([OH:36])=[C:20]([C:33]([NH2:35])=[O:34])[C:21]2=[O:32])[CH2:16]3)=[C:12]([N:40]([CH3:42])[CH3:41])[CH:11]=1)=[O:8]>CN1C(=O)N(C)CCC1.C(#N)C>[CH3:39][N:37]([CH3:38])[C@H:18]1[C@H:17]2[C@:22]([OH:31])([C:23]([OH:30])=[C:24]3[C@H:15]([CH2:16]2)[CH2:14][C:13]2[C:26](=[C:27]([OH:28])[C:10]([NH:9][C:7](=[O:8])[CH2:6][NH:4][O:3][CH3:2])=[CH:11][C:12]=2[N:40]([CH3:41])[CH3:42])[C:25]3=[O:29])[C:21](=[O:32])[C:20]([C:33]([NH2:35])=[O:34])=[C:19]1[OH:36]

Participants

5

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 178482947HCID 178482947, compound

Product 1

HCID 178502744HCID 178502744, compoundYield 21.2%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-Solvent

Procedure

The compound of the example is prepared by the procedure of example 1 using 1.5 g of methoxyamine hydrochloride (neutralized by NaOH, extracted with methylene chloride), and 0.5 g of 9-(2-bromo-acetylamino)-4,7-bis-dimethylamino-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid amide in 8 ml DMPU and 2.5 ml acetonitrile to give 0.1 g of the product.

Sources & evidence

ORD record
ord-d49a548070204652a155cc277c9a34d6
Source dataset
uspto-grants-2010_10
Patent number
US07812008B2

Reaction notes

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