Hydrochloric Acid → Methyl 3-(2-aminoethyl)-5,6,7,8-tetrahydroindolizine-2-carboxylate hydrochloride

HRID 1024090Notes

Reaction equation

HRID 1024090 reaction equation
[C:1]([CH2:3][C:4]1[N:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[CH:6][C:5]=1[C:13]([O:15][CH3:16])=[O:14])#[N:2].[H][H].[ClH:19]>[Pt]=O.C(O)C.C(OCC)(=O)C>[ClH:19].[NH2:2][CH2:1][CH2:3][C:4]1[N:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[CH:6][C:5]=1[C:13]([O:15][CH3:16])=[O:14]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 58044124Methyl 3-(cyanomethyl)-5,6,7,8-tetrahydroindolizine-2-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 67016117Methyl 3-(2-aminoethyl)-5,6,7,8-tetrahydroindolizine-2-carboxylate hydrochloride

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Methyl 3-(Cyanomethyl)-5,6,7,8-tetrahydroindolizine-2-carboxylate 120b was hydrogenated with platinum oxide catalyst under 50 psi of hydrogen in ethanol and ethyl acetate in the presence of hydrogen chloride overnight at room temperature to give 120c (380 mg, 1.74 mmol) which was used in the next step.

Sources & evidence

ORD record
ord-8668e172bfc1407884df474306d5b0f2
Source dataset
uspto-grants-2014_05
Patent number
US08722676B2

Reaction notes

Loading…