2H-1,2-Oxazine, tetrahydro- → HCID 178482954, compound

HRID 1158625Notes

Reaction equation

HRID 1158625 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][NH:2]1.Br[CH2:8][C:9]([NH:11][C:12]1[C:29]([OH:30])=[C:28]2[C:15]([CH2:16][CH:17]3[C:26]([C:27]2=[O:31])=[C:25]([OH:32])[C:24]2([OH:33])[CH:19]([CH:20]([N:39]([CH3:41])[CH3:40])[C:21]([OH:38])=[C:22]([C:35]([NH2:37])=[O:36])[C:23]2=[O:34])[CH2:18]3)=[C:14]([N:42]([CH3:44])[CH3:43])[CH:13]=1)=[O:10]>CN1C(=O)N(C)CCC1.C(#N)C>[CH3:41][N:39]([CH3:40])[C@H:20]1[C@H:19]2[C@:24]([OH:33])([C:25]([OH:32])=[C:26]3[C@H:17]([CH2:18]2)[CH2:16][C:15]2[C:28](=[C:29]([OH:30])[C:12]([NH:11][C:9](=[O:10])[CH2:8][N:2]4[CH2:3][CH2:4][CH2:5][CH2:6][O:1]4)=[CH:13][C:14]=2[N:42]([CH3:43])[CH3:44])[C:27]3=[O:31])[C:23](=[O:34])[C:22]([C:35]([NH2:37])=[O:36])=[C:21]1[OH:38]

Participants

5

Reactant 2

HCID 1421022H-1,2-Oxazine, tetrahydro-HCID 178482947HCID 178482947, compound

Product 1

HCID 178482954HCID 178482954, compoundYield 39.6%

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 2 g of [1,2]oxazinane, 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 ml acetonitrile to give 0.2 g of the product.

Sources & evidence

ORD record
ord-f33f07d4d8e04157be8bc2c7935b65b2
Source dataset
uspto-grants-2010_10
Patent number
US07812008B2

Reaction notes

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