Hydrochloric Acid → Hydrochloric Acid

HRID 2284776Notes

Reaction equation

HRID 2284776 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][CH3:11])[C:5]([C:12]#[C:13][CH2:14][CH2:15][CH2:16][NH:17][C:18](=[O:30])[C@@H:19]([N:21](C)[C:22](=O)OC(C)(C)C)[CH3:20])=[CH:4][N:3]=1.[ClH:31]>O1CCOCC1>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][CH3:11])[C:5]([C:12]#[C:13][CH2:14][CH2:15][CH2:16][NH:17][C:18](=[O:30])[C@@H:19]([NH:21][CH3:22])[CH3:20])=[CH:4][N:3]=1.[ClH:31]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 90052304(S)-tert-butyl (1-((5-(2-chloro-4-(propylamino)pyrimidin-5-yl)-4-pentyn-1-yl)amino)-1-oxopropan-2-yl)(methyl)carbamate

Product 2

HCID 313Hydrochloric AcidHCID 90052759(S)-N-(5-(2-chloro-4-(propylamino)pyrimidin-5-yl)-4-pentyn-1-yl)-2-(methylamino)propanamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of (S)-tert-butyl (1-((5-(2-chloro-4-(propylamino)pyrimidin-5-yl)-4-pentyn-1-yl)amino)-1-oxopropan-2-yl)(methyl)carbamate (L1, 910 mg) in 1,4-dioxane (10 mL), a 4.0 mol/L solution of hydrochloric acid in dioxane (7 mL) was added at room temperature, and the mixture was stirred at the same temperature for 1 hour. The solvent was evaporated under reduced pressure to obtain (S)—N-(5-(2-chloro-4-(propylamino)pyrimidin-5-yl)-4-pentyn-1-yl)-2-(methylamino)propanamide (L3) hydrochloride.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8f57190b31c14a3cbc8c7e0b92977523
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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