Hydrochloric Acid → HCID 10051153, compound

HRID 1782152Notes

Reaction equation

HRID 1782152 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][N:11]([CH:21]([C:25]1[N:26]([CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:27](=[O:35])[C:28]2[C:33]([CH3:34])=[N:32][O:31][C:29]=2[N:30]=1)[CH:22]([CH3:24])[CH3:23])[C:12](=[O:20])[C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)(C)(C)C.[ClH:44]>O1CCOCC1>[NH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH:21]([C:25]1[N:26]([CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:27](=[O:35])[C:28]2[C:33]([CH3:34])=[N:32][O:31][C:29]=2[N:30]=1)[CH:22]([CH3:23])[CH3:24])[C:12](=[O:20])[C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1.[ClH:44].[NH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH:21]([C:25]1[N:26]([CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:27](=[O:35])[C:28]2[C:33]([CH3:34])=[N:32][O:31][C:29]=2[N:30]=1)[CH:22]([CH3:23])[CH3:24])[C:12](=[O:20])[C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57587940HCID 57587940, compound

Product 2

HCID 10051153HCID 10051153, compoundHCID 68821398HCID 68821398, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of {3-[[1-(5-benzyl-3-methyl-4-oxo-4,5-dihydro-isoxazolo[5,4-d]pyrimidin-6-yl)-2-methyl-propyl]-(4-methyl-benzoyl)-amino]-propyl}-carbamic acid tert-butyl ester (method 48) (0.058 g, 0.1 mmol) in 3 ml of 4 M HCl in dioxane was stirred at room temperature for 2 hr. The solvent was distilled off by vacuo, the residue was dried at 40˜50° C. for overnight under vacuum. N-(3-Amino-propyl)-N-[1-(5-benzyl-3-methyl-4-oxo-4,5-dihydro-isoxazolo[5,4-d]pyrimidin-6-yl)-2-methyl-propyl]-4-methyl-benzamide was obtained as the HCl salt. Yield was 0.046 g (88%). m/z 488 (MH+), 1H NMR (500 MHz, 100° C., DMSO-d6): 0.48 (d, 3H), 0.94 (d, 3H), 1.30 (m, 1H), 1.60 (m, 1H), 2.35 (m, 2H), 2.38 (s, 3H), 2.58 (s, 3H), 2.70 (m, 1H), 3.37 (m, 2H), 5.11 (d, 1H), 5.64 (d, 1H), 5.90 (d, 1H), 7.23-7.39 (m, 9H), 7.63 (br, 3H).

Workup

  1. distillationThe solvent was distilled off by vacuo
  2. customthe residue was dried at 40˜50° C. for overnight under vacuum

Sources & evidence

ORD record
ord-239c1fdacc4546d59960acf2916b05d9
Source dataset
uspto-grants-2009_03
Patent number
US07498333B2

Reaction notes

Loading…