Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 178502656, compound

HRID 1158624Notes

Reaction equation

HRID 1158624 reaction equation
Cl.[CH3:2][NH:3][O:4][CH3:5].Br[CH2:7][C:8]([NH:10][C:11]1[C:28]([OH:29])=[C:27]2[C:14]([CH2:15][CH:16]3[C:25]([C:26]2=[O:30])=[C:24]([OH:31])[C:23]2([OH:32])[CH:18]([CH:19]([N:38]([CH3:40])[CH3:39])[C:20]([OH:37])=[C:21]([C:34]([NH2:36])=[O:35])[C:22]2=[O:33])[CH2:17]3)=[C:13]([N:41]([CH3:43])[CH3:42])[CH:12]=1)=[O:9]>CN1C(=O)N(C)CCC1.C(#N)C>[CH3:40][N:38]([CH3:39])[C@H:19]1[C@H:18]2[C@:23]([OH:32])([C:24]([OH:31])=[C:25]3[C@H:16]([CH2:17]2)[CH2:15][C:14]2[C:27](=[C:28]([OH:29])[C:11]([NH:10][C:8](=[O:9])[CH2:7][N:3]([O:4][CH3:5])[CH3:2])=[CH:12][C:13]=2[N:41]([CH3:42])[CH3:43])[C:26]3=[O:30])[C:22](=[O:33])[C:21]([C:34]([NH2:36])=[O:35])=[C:20]1[OH:37]

Participants

5

Reactant 2

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 178482947HCID 178482947, compound

Product 1

HCID 178502656HCID 178502656, compoundYield 51.2%

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 10 g of N,O-dimethylhydroxylamine hydrochloride (neutralized by NaOH, extracted with methylene chloride), and 1.0 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 0.495 g of the product.

Sources & evidence

ORD record
ord-f91de5a8135449e2b31b5941dab49d7c
Source dataset
uspto-grants-2010_10
Patent number
US07812008B2

Reaction notes

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