Hydrochloric Acid → HCID 68600205, compound

HRID 1943181Notes

Reaction equation

HRID 1943181 reaction equation
[O:1]=[C:2]1[CH:12]=[N:11][C:10]2=[C:13]3[N:3]1[CH2:4][C@@H:5]([CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([NH:22]C(=O)OC(C)(C)C)[CH2:18][CH2:17]1)[N:6]3[C:7](=[O:14])[CH:8]=[CH:9]2.[ClH:30]>C(Cl)(Cl)Cl.O1CCOCC1>[ClH:30].[ClH:30].[NH2:22][CH:19]1[CH2:20][CH2:21][N:16]([CH2:15][C@H:5]2[N:6]3[C:13]4[N:3]([C:2](=[O:1])[CH:12]=[N:11][C:10]=4[CH:9]=[CH:8][C:7]3=[O:14])[CH2:4]2)[CH2:17][CH2:18]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 866368431,1-Dimethylethyl (1-{[(1R)-3,8-dioxo-1,2-dihydro-3H,8H-2a,5,8a-triazaacenaphthylen-1-yl]methyl}-4-piperidinyl)carbamate

Product 1

HCID 68600205HCID 68600205, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 1,1-dimethylethyl (1-{[(1R)-3,8-dioxo-1,2-dihydro-3H,8H-2a,5,8a-triazaacenaphthylen-1-yl]methyl}-4-piperidinyl)carbamate (0.57 g, 1.420 mmol) in chloroform (7 ml) at room temperature was treated with 4M HCl in 1,4-dioxane (7 ml). A solid precipitated out and the mixture was stirred at room temperature. After 0.5 h some methanol was added to dissolve most of the solid, followed by toluene and all the solvents were removed to afford the product as a yellow solid (0.53 g, 100%).

Workup

  1. customA solid precipitated out
  2. additionAfter 0.5 h some methanol was added
  3. dissolutionto dissolve most of the solid
  4. customwere removed

Sources & evidence

ORD record
ord-c7d3cc80b1ee4b48a202378ca6cce212
Source dataset
uspto-grants-2013_03
Patent number
US08389524B2

Reaction notes

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