Hydrochloric Acid → HCID 67541963, compound

HRID 449501Notes

Reaction equation

HRID 449501 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[CH:13][C:12]([CH2:15][CH:16]([NH:22]C(=O)OC(C)(C)C)[C:17]([N:19]([CH3:21])[CH3:20])=[O:18])=[CH:11][CH:10]=1.O1CCOCC1.[ClH:36]>>[ClH:36].[NH2:22][CH:16]([CH2:15][C:12]1[CH:13]=[N:14][C:9]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([F:8])[C:2]=2[F:1])=[CH:10][CH:11]=1)[C:17]([N:19]([CH3:21])[CH3:20])=[O:18]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59496615HCID 59496615, compound

Product 1

HCID 67541963HCID 67541963, compoundYield 50%

Procedure

tert-Butyl [1-{[6-(2,3-difluorophenyl)pyridin-3-yl]methyl}-2-(dimethylamino)-2-oxoethyl]carbamate (60 mg, 0.10 mmol) was dissolved in 4 M of hydrogen chloride in 1,4-dioxane (2 mL, 8 mmol) at r.t. The reaction was stirred for 1 h., and concentrated under reduced pressure to give crude 2-amino-3-[6-(2,3-difluorophenyl)pyridin-3yl]-N,N-dimethylpropanamide HCl salt (0.040 g, 50%) as colorless oil. Analytical LCMS (M+H)+: m/z=306.0.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d903a9c1929b4a60b5b2d050b944cfe0
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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