Hydrochloric Acid → Hydrochloric Acid

HRID 1049125Notes

Reaction equation

HRID 1049125 reaction equation
[ClH:1].[C:2]([CH2:4][C:5]1([N:16]2[CH:20]=[C:19]([B:21]3[O:25][C:24]([CH3:27])([CH3:26])[C:23]([CH3:29])([CH3:28])[O:22]3)[CH:18]=[N:17]2)[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6]1)#[N:3]>O1CCOCC1.C(Cl)Cl>[ClH:1].[CH3:28][C:23]1([CH3:29])[C:24]([CH3:26])([CH3:27])[O:25][B:21]([C:19]2[CH:18]=[N:17][N:16]([C:5]3([CH2:4][C:2]#[N:3])[CH2:6][NH:7][CH2:8]3)[CH:20]=2)[O:22]1.[ClH:1]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 67457197tert-butyl 3-(cyanomethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate

Product 2

HCID 313Hydrochloric AcidHCID 712080171416785-40-4Freebase

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

4.0 N HCl in 1,4-dioxane (2.0 mL) was added to solution of tert-butyl 3-(cyanomethyl)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]azetidine-1-carboxylate (1.68 g, 4.33 mmol) in methylene chloride (10 mL). The reaction mixture was stirred at room temperature overnight, and then concentrated under reduced pressure to afford the desired product as HCl salt which was directly used in the next step reaction without further purification. LCMS cacld. for C14H22BN4O2 (M+1)+: m/z=289.2. Found: 289.1.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e20ea51ab0144c92b3f42b12d2bddc44
Source dataset
uspto-grants-2016_07
Patent number
US09382231B2

Reaction notes

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