Hydrochloric Acid → HCID 66963131, compound

HRID 2060365Notes

Reaction equation

HRID 2060365 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[O:12][C@H:13]1[CH2:17][N:16](C(OC(C)(C)C)=O)[C@H:15]([C:25]([O:27][CH3:28])=[O:26])[CH2:14]1.[ClH:29]>O1CCOCC1>[ClH:29].[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[O:12][C@H:13]1[CH2:17][NH:16][C@H:15]([C:25]([O:27][CH3:28])=[O:26])[CH2:14]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58128097HCID 58128097, compound

Product 1

HCID 66963131HCID 66963131, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 1-tert-butyl 2-methyl (2S,4R)-4-[(6-bromoquinazolin-4-yl)oxy]pyrrolidine-1,2-dicarboxylate (3.46 g, 6.65 mmol) in dioxane (80 mL) at 0° C. was introduced anhydrous HCl (g) over 30 min. The reaction was complete by HPLC/MS. The reaction mixture was concentrated and the resulting solids were azeotroped with diethyl ether (50 mL) to give the title compound (3.0 g). LRMS (M+H)+=352.2.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe resulting solids were azeotroped with diethyl ether (50 mL)

Sources & evidence

ORD record
ord-122f686e747b4ae5a425b364b1013528
Source dataset
uspto-grants-2012_10
Patent number
US08278322B2

Reaction notes

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