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

HRID 1843136Notes

Reaction equation

HRID 1843136 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 101e 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 101f (380 mg, 1.74 mmol) which was used in directly in the next step.

Sources & evidence

ORD record
ord-e41f125e88fe44c9869572f8e5a8a3f8
Source dataset
uspto-grants-2015_02
Patent number
US08946213B2

Reaction notes

Loading…