Hydrochloric Acid → HCID 70926758, compound

HRID 871869Notes

Reaction equation

HRID 871869 reaction equation
[NH2:1][C:2]1[N:29]([CH2:30][CH3:31])[C:6]2[N:7]=[C:8]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([C@@H:18]4[CH2:20][C@H:19]4[NH:21]C(=O)OC(C)(C)C)=[CH:14][CH:13]=3)[N:9]=[CH:10][C:5]=2[C:4](=[O:32])[C:3]=1[C:33](=[O:35])[NH2:34].[ClH:36]>ClCCl.CO.O1CCOCC1.CCOCC>[ClH:36].[NH2:1][C:2]1[N:29]([CH2:30][CH3:31])[C:6]2[N:7]=[C:8]([NH:11][C:12]3[CH:13]=[CH:14][C:15]([C@@H:18]4[CH2:20][C@H:19]4[NH2:21])=[CH:16][CH:17]=3)[N:9]=[CH:10][C:5]=2[C:4](=[O:32])[C:3]=1[C:33]([NH2:34])=[O:35]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 86673142HCID 86673142, compound

Product 1

HCID 70926758HCID 70926758, compoundYield 120.2%

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

To a suspension of 0.46 g (0.96 mmol) of the product prepared in step 15.4 in 20 mL of a dichloromethane/methanol mixture (1/1) are added 4.8 mL (19.2 mmol) of 4N hydrogen chloride in dioxane. The mixture is stirred for 5 hours at room temperature and then diluted with ether, and the solid is drained by suction, rinsed with ether and dried in an oven under vacuum. 0.48 g of a dark violet solid is obtained, and is used as obtained in the following step. Yield (dihydrochloride)=quantitative.

Workup

  1. washrinsed with ether
  2. customdried in an oven under vacuum

Sources & evidence

ORD record
ord-125f07c586a24909b61690fc7f7b686d
Source dataset
uspto-grants-2015_03
Patent number
US08975250B2

Reaction notes

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