Hydrochloric Acid → HCID 67497636, compound

HRID 1628227Notes

Reaction equation

HRID 1628227 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[CH:11][C:10]=1[NH:21][C:22](=[O:39])[C@@H:23]([NH:31]C(=O)OC(C)(C)C)[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O1CCOCC1>CO>[NH2:31][C@@H:23]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:22]([NH:21][C:10]1[CH:11]=[C:12]([C:15]2[CH:16]=[CH:17][N:18]=[CH:19][CH:20]=2)[CH:13]=[CH:14][C:9]=1[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:39]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67497618HCID 67497618, compound

Product 1

HCID 67497636HCID 67497636, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl (S)-1-(3-(1H-pyrazol-4-yl)phenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 13.E (1.25 g, 2.39 mmol) in MeOH (10 mL) was added 4M HCl in dioxane solution (10 ml, 40 mmol). The resulting mixture was stirred for 2 hours at room temperature. The mixture was then concentrated to afford crude (S)-2-amino-N-(2-(benzyloxy)-5-(pyridin-4-yl)phenyl)-3-phenylpropanamide 13.F which was used in the next step without any further purification.

Workup

  1. concentrationThe mixture was then concentrated

Sources & evidence

ORD record
ord-1e425f6a674146d28ffd4acb3ab32775
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

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