Hydrochloric Acid → (S)-2-Amino-N-(1-pyrimidin-2-yl-cyclopropyl)-propionamide

HRID 1040564Notes

Reaction equation

HRID 1040564 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10](=[O:21])[NH:11][C:12]1([C:15]2[N:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[CH2:14][CH2:13]1)[CH3:9])(C)(C)C.Cl>C(Cl)Cl>[NH2:7][C@@H:8]([CH3:9])[C:10]([NH:11][C:12]1([C:15]2[N:16]=[CH:17][CH:18]=[CH:19][N:20]=2)[CH2:14][CH2:13]1)=[O:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67396076[(S)-1-(1-Pyrimidin-2-yl-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 58430875(S)-2-Amino-N-(1-pyrimidin-2-yl-cyclopropyl)-propionamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[(S)-1-(1-Pyrimidin-2-yl-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (54 mg, 0.18 mmol) was dissolved in CH2Cl2 (1 mL). HCl solution (4M in 1,4-dioxane, 1.5 mL, 6.0 mmol) was added via in one portion via syringe and the reaction was allowed to stir for 1.5 h. Solvents were removed in vacuo yielding (S)-2-Amino-N-(1-pyrimidin-2-yl-cyclopropyl)-propionamide as a white powder, m/z 207.41 [M+1]+.

Workup

  1. customSolvents were removed in vacuo

Sources & evidence

ORD record
ord-cbe7614cbe624c6096d89793c553784d
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Reaction notes

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