Hydrochloric Acid → HCID 69519262, compound

HRID 1944583Notes

Reaction equation

HRID 1944583 reaction equation
[NH2:1][CH:2]([C:4]1[O:8][C:7]([C:9]2[CH:14]=[C:13]([N:15]([CH2:21][CH2:22][O:23][CH3:24])[CH2:16][C@@H:17]3[CH2:19][C@H:18]3[CH3:20])[N:12]=[C:11]([N:25]([CH3:30])[S:26]([CH3:29])(=[O:28])=[O:27])[C:10]=2[Cl:31])=[N:6][N:5]=1)[CH3:3].Cl.O1CCOCC1>C(Cl)Cl>[ClH:31].[NH2:1][CH:2]([C:4]1[O:8][C:7]([C:9]2[CH:14]=[C:13]([N:15]([CH2:21][CH2:22][O:23][CH3:24])[CH2:16][C@@H:17]3[CH2:19][C@H:18]3[CH3:20])[N:12]=[C:11]([N:25]([CH3:30])[S:26]([CH3:29])(=[O:27])=[O:28])[C:10]=2[Cl:31])=[N:6][N:5]=1)[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69499872HCID 69499872, compound

Product 1

HCID 69519262HCID 69519262, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-[4-[5-(1-aminoethyl)-1,3,4-oxadiazol-2-yl]-3-chloro-6-((2-methoxyethyl){[trans-2-methylcyclopropyl]methyl}amino)pyridin-2-yl]-N-methylmethanesulfonamide (0.060 g, 0.102 mmol) in 1 mL CH2Cl2 at 0° C. was added 4M HCl in dioxane (0.038 mL, 0.153 mmol). The reaction was concentrated to afford N-[4-[5-(1-aminoethyl)-1,3,4-oxadiazol-2-yl]-3-chloro-6-((2-methoxyethyl){[trans-2-methylcyclopropyl]methyl}amino)pyridin-2-yl]-N-methylmethanesulfonamide hydrochloride as a yellow foam. LCMS [M+H]+=473 (chlorine pattern).

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-669f8b2ba2ce458780a84357fed003ed
Source dataset
uspto-grants-2013_03
Patent number
US08394837B2

Reaction notes

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