Hydrochloric Acid → HCID 66999410, compound

HRID 560178Notes

Reaction equation

HRID 560178 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([OH:14])=[O:13])=[C:6]2[CH2:15][CH2:16][CH2:17][NH:18]C(OC(C)(C)C)=O.[ClH:26].CCOC(C)=O.CCOCC>ClCCl.O1CCOCC1>[ClH:26].[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([OH:14])=[O:13])=[C:6]2[CH2:15][CH2:16][CH2:17][NH2:18]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 8857Ethyl AcetateHCID 58172113HCID 58172113, compound

Product 1

HCID 66999410HCID 66999410, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

The above carboxylic acid (27 mg) was suspended in 3 mL of dichloromethane and 0.2 mL of a 4 N solution of HCl in dioxane was added. After 3.5 h, TLC analysis (EtOAc) showed only baseline material thus 5 mL of ether was added and the resulting solid was collected by filtration and dried to yield the title compound (15 mg, 78%); MS, electrospray, 249 (M+H).

Workup

  1. additionwas added
  2. filtrationthe resulting solid was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-dfa5c4d852bf4cc6b7a8b183f13212f8
Source dataset
uspto-grants-2011_11
Patent number
US08063094B2

Reaction notes

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