Ammonia → HCID 58431056, compound

HRID 1040527Notes

Reaction equation

C([O:3][C:4]([C@@H:6]1[CH2:11][CH2:10][CH2:9][N:8]([C:12](=[O:45])[C@@H:13]([NH:15][C:16]([C:18]2[N:22]3[C@@:23]([CH2:36][C:37]4[CH:42]=[CH:41][C:40]([C:43]#[N:44])=[CH:39][CH:38]=4)([CH3:35])[C:24](=[O:34])[N:25]([C:26]4[CH:31]=[C:30]([Cl:32])[CH:29]=[C:28]([Cl:33])[CH:27]=4)[C:21]3=[N:20][CH:19]=2)=[O:17])[CH3:14])[CH2:7]1)=O)C.[NH3:46]>CO>[C:4]([C@@H:6]1[CH2:11][CH2:10][CH2:9][N:8]([C:12](=[O:45])[C@@H:13]([NH:15][C:16]([C:18]2[N:22]3[C@@:23]([CH2:36][C:37]4[CH:42]=[CH:41][C:40]([C:43]#[N:44])=[CH:39][CH:38]=4)([CH3:35])[C:24](=[O:34])[N:25]([C:26]4[CH:27]=[C:28]([Cl:33])[CH:29]=[C:30]([Cl:32])[CH:31]=4)[C:21]3=[N:20][CH:19]=2)=[O:17])[CH3:14])[CH2:7]1)(=[O:3])[NH2:46]

Participants

Conditions

Temperature: 70 °C

Procedure

(R)-1-((S)-2-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-propionyl)-piperidine-3-carboxylic acid ethyl ester was dissolved in 7N NH3 in MeOH (5 mL) and heated to 70° C. for 48 h. The volatiles were removed in vacuo and the crude residue was purified by reverse phase HPLC to afford 0.049 g of the title compound as a white foam, m/z 622.3 [M+1]+.

Workup

customThe volatiles were removed in vacuo
customthe crude residue was purified by reverse phase HPLC

Sources & evidence

ORD record: ord-a0ca4c897fcc43ff89bf8574f3623b2e
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08552205B2

Reaction notes

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