Ammonia → HCID 57839529, compound

HRID 733152Notes

Reaction equation

HRID 733152 reaction equation
C[O:2][C:3]([C@@H:5]1[CH2:8][CH2:7][N:6]1[S:9]([C:12]1[N:16]2[C@:17]([CH3:42])([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([C:36]4[CH:37]=[N:38][CH:39]=[N:40][CH:41]=4)=[CH:32][CH:31]=3)[C:18](=[O:28])[N:19]([C:20]3[CH:25]=[C:24]([Cl:26])[CH:23]=[C:22]([Cl:27])[CH:21]=3)[C:15]2=[N:14][CH:13]=1)(=[O:11])=[O:10])=O.[NH3:43]>>[Cl:27][C:22]1[CH:21]=[C:20]([N:19]2[C:15]3=[N:14][CH:13]=[C:12]([S:9]([N:6]4[CH2:7][CH2:8][C@H:5]4[C:3]([NH2:43])=[O:2])(=[O:11])=[O:10])[N:16]3[C@:17]([CH3:42])([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([C:36]4[CH:37]=[N:38][CH:39]=[N:40][CH:41]=4)=[CH:32][CH:31]=3)[C:18]2=[O:28])[CH:25]=[C:24]([Cl:26])[CH:23]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 57839528HCID 57839528, compound

Product 1

HCID 57839529HCID 57839529, compound

Conditions

Temperature
50 °C

Procedure

(S)-1-[(R)-7-(3,5-Dichloro-phenyl)-5-methyl-6-oxo-5-(4-pyrimidin-5-yl-benzyl)-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-sulfonyl]-azetidine-2-carboxylic acid methyl ester (0.025 g, 0.04 mmol) was dissolved in 2.0 M methanolic ammonia solution (5 mL) in a sealed tube and heated to 50° C. for 48 h. The reaction was cooled to room temperature and the volatiles were removed in vacuo. The resultant residue was purified by silica gel chromatography to afford 0.018 g of the title compound (612.1, M+H).

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. customthe volatiles were removed in vacuo
  3. customThe resultant residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-e2fe96e7c6f445d580e0ea3946a9cc80
Source dataset
uspto-grants-2009_09
Patent number
US07589114B2

Reaction notes

Loading…