Hydrochloric Acid → methyl 2-((((2S,4R)-4-((5-cyclopropylpyrazin-2-yl)oxy)pyrrolidin-2-yl)-methyl)amino)acetate hydrochloride

HRID 1184608Notes

Reaction equation

HRID 1184608 reaction equation
[CH:1]1([C:4]2[N:5]=[CH:6][C:7]([O:10][C@H:11]3[CH2:15][N:14](C(OC(C)(C)C)=O)[C@H:13]([CH2:23][NH:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])[CH2:12]3)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[ClH:30]>ClCCl.O1CCOCC1>[ClH:30].[CH:1]1([C:4]2[N:5]=[CH:6][C:7]([O:10][C@H:11]3[CH2:15][NH:14][C@H:13]([CH2:23][NH:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])[CH2:12]3)=[N:8][CH:9]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86680521(2S,4R)-tert-butyl 4-(5-cyclopropylpyrazin-2-yloxy)-2-((2-methoxy-2-oxoethylamino)methyl)pyrrolidine-1-carboxylate

Product 1

HCID 86680522methyl 2-((((2S,4R)-4-((5-cyclopropylpyrazin-2-yl)oxy)pyrrolidin-2-yl)-methyl)amino)acetate hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of the product from Example 174E (1.10 g, 2.71 mmol) in dichloromethane (3 mL) was treated with hydrochloric acid in 1,4-dioxane (4 M, 3 mL). The mixture was stirred for 30 minutes, during which time a solid formed. The volatiles were removed in vacuo to give the title compound.

Workup

  1. customformed
  2. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-e7dfe0eeee784f1f91b683d738a2ceb2
Source dataset
uspto-grants-2014_03
Patent number
US08669255B2

Reaction notes

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