Sodium Carbonate → HCID 178482957, compound

HRID 1158623Notes

Reaction equation

HRID 1158623 reaction equation
Cl.[CH2:2]([NH:9][OH:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(=O)([O-])[O-].[Na+].[Na+].Br[CH2:18][C:19]([NH:21][C:22]1[C:39]([OH:40])=[C:38]2[C:25]([CH2:26][CH:27]3[C:36]([C:37]2=[O:41])=[C:35]([OH:42])[C:34]2([OH:43])[CH:29]([CH:30]([N:49]([CH3:51])[CH3:50])[C:31]([OH:48])=[C:32]([C:45]([NH2:47])=[O:46])[C:33]2=[O:44])[CH2:28]3)=[C:24]([N:52]([CH3:54])[CH3:53])[CH:23]=1)=[O:20]>CN1C(=O)N(C)CCC1.C(#N)C>[CH2:2]([N:9]([OH:10])[CH2:18][C:19]([NH:21][C:22]1[C:39]([OH:40])=[C:38]2[C:25]([CH2:26][C@@H:27]3[C:36]([C:37]2=[O:41])=[C:35]([OH:42])[C@@:34]2([OH:43])[C@H:29]([C@H:30]([N:49]([CH3:51])[CH3:50])[C:31]([OH:48])=[C:32]([C:45]([NH2:47])=[O:46])[C:33]2=[O:44])[CH2:28]3)=[C:24]([N:52]([CH3:53])[CH3:54])[CH:23]=1)=[O:20])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 11332622N-benzylhydroxylamine hydrochlorideHCID 178482947HCID 178482947, compound

Product 1

HCID 178482957HCID 178482957, compoundYield 36.8%

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 3 g of N-benzylhydroxylamine hydrochloride, 2 g of sodium carbonate, and 0.8 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 10 ml DMPU and 3 ml acetonitrile to give 0.315 g of the product.

Sources & evidence

ORD record
ord-fd6aa1362c4943f6a58b061d0e26da48
Source dataset
uspto-grants-2010_10
Patent number
US07812008B2

Reaction notes

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