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

HRID 1918834Notes

Reaction equation

HRID 1918834 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

Intermediate 118b 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 118c (380 mg, 1.74 mmol) which was used in directly in the next step.

Sources & evidence

ORD record
ord-afb521f7a23849ada8062aacd8d72599
Source dataset
uspto-grants-2013_12
Patent number
US08618107B2

Reaction notes

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