Hydrochloric Acid → HCID 71270905, compound

HRID 1525891Notes

Reaction equation

HRID 1525891 reaction equation
[Si]([O:8][CH2:9][C:10]1([N:13]2[CH2:18][C:17]3([CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]3)[O:16][CH2:15][C:14]2=[O:31])[CH2:12][CH2:11]1)(C(C)(C)C)(C)C.Cl>O1CCOCC1>[OH:8][CH2:9][C:10]1([N:13]2[CH2:18][C:17]3([CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[O:16][CH2:15][C:14]2=[O:31])[CH2:11][CH2:12]1

Participants

4

Procedure

A solution of tert-butyl 4-(1-(((tert-butyldimethylsilyl)oxy)methyl)cyclopropyl)-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (0.988 mmol) in 1,4-dioxane (2 mL) was treated with 4N HCl in dioxane (8.00 mmol). The reaction was stirred at room temperature for 2.5 h. The reaction contents were then concentrated to dryness in vacuo, at which point it was determined that not all of the starting material had been consumed. The material was suspended in 1,4-dioxane (2 mL) and was treated with 4N HCl in dioxane (8.00 mmol). The mixture was allowed to stir at 50° C. for 2 h, at which point the reaction contents were concentrated to dryness in vacuo. The material was diluted with dichloromethane (5 mL) and was concentrated to dryness again to afford the crude title compound as a hydrochloride salt. The crude product was used directly in the next step. MS(ES)+ m/e 241.0 [M+H]+.

Workup

  1. customThe reaction contents
  2. concentrationwere then concentrated to dryness in vacuo, at which point it
  3. customhad been consumed
  4. stirringto stir at 50° C. for 2 h, at which
  5. customthe reaction contents
  6. concentrationwere concentrated to dryness in vacuo
  7. additionThe material was diluted with dichloromethane (5 mL)
  8. concentrationwas concentrated to dryness again

Sources & evidence

ORD record
ord-b17dda61a54a4849b36afb6606de5ca1
Source dataset
uspto-grants-2015_07
Patent number
US09084794B2

Reaction notes

Loading…