Hydrochloride methanol → HCID 68156438, compound

HRID 877370Notes

Reaction equation

HRID 877370 reaction equation
[CH3:1][C:2]1[S:6][C:5]([C@H:7]([NH:9]C(=O)OC(C)(C)C)[CH3:8])=[N:4][CH:3]=1.[ClH:17].CO>>[ClH:17].[CH3:1][C:2]1[S:6][C:5]([C@H:7]([NH2:9])[CH3:8])=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 86668964HCID 86668964, compound

Product 1

HCID 68156438HCID 68156438, compoundYield 87.8%

Procedure

tert-butyl [(1R)-1-(5-methyl-1,3-thiazol-2-yl)ethyl]carbamate (2.8 g, 11.5 mmol) was dissolved into HCl-MeOH (40 ml), and the resulting mixture was stirred at r.t. for 2 h. After concentration to remove most of solvent, to the residue was added fresh ethanol, and the residue was concentrated again. The crude product was recrystallized from ethanol and ether to give 1.8 g (87.8%) of (1R)-1-(5-methyl-1,3-thiazol-2-yl)ethanamine hydrochloride as solid hydrochloric salt. 1H-NMR DMSO δ 8.76 (br, 3H), 7.52 (s, 1H), 4.69 (m, 1H), 1.56 (d, J=6.8 Hz, 3H). ES-MS [M+1]+: 143.25.

Workup

  1. concentrationAfter concentration
  2. customto remove most of solvent, to the residue
  3. additionwas added fresh ethanol
  4. concentrationthe residue was concentrated again
  5. customThe crude product was recrystallized from ethanol and ether

Sources & evidence

ORD record
ord-aa15a89d8b8b4a289d5e628c7ef14308
Source dataset
uspto-grants-2015_03
Patent number
US08987310B2

Reaction notes

Loading…