HCID 20698877, compound → HCID 20698876, compound

HRID 383124Notes

Reaction equation

C[O:2][C:3](=[O:33])[C@H:4]([CH2:29][CH2:30][S:31][CH3:32])[NH:5][C:6](=[O:28])[C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([CH:16]2[NH:20][C:19](=[O:21])[CH2:18][CH2:17]2)=[O:15])=[CH:9][C:8]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>O.C1COCC1>[NH:20]1[CH:16]([C:14]([NH:13][C:10]2[CH:11]=[CH:12][C:7]([C:6]([NH:5][C@H:4]([C:3]([OH:33])=[O:2])[CH2:29][CH2:30][S:31][CH3:32])=[O:28])=[C:8]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:9]=2)=[O:15])[CH2:17][CH2:18][C:19]1=[O:21]

Participants

Conditions

Temperature: 25 °C

Procedure

LiOH monohydrate (29 mg, 0.69 mmol) was dissolved in 1 mL H2O and added to a solution of [4-(2-pyrrolidinone-5-ylcarbonylamino)-2-phenylbenzoyl]methionine methyl ester, prepared as in Example 202A, (108 mg, 0.23 mmol) in 3 mL of THF and the reaction mixture was stirred at 25° C. for 1 hour. The reaction mixture was evaporated and 2 mL of 1N HCl was added to the aqueous residue. The resulting precipitate was filtered and dried under vacuum to give [4-(2-pyrrolidinone-5-ylcarbonylamino)-2-phenylbenzoyl]methionine (96 mg, 91%).

Workup

customThe reaction mixture was evaporated
addition2 mL of 1N HCl was added to the aqueous residue
filtrationThe resulting precipitate was filtered
customdried under vacuum

Sources & evidence

ORD record: ord-b82c032e526a4164805ee3794f95a626
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06310095B1

Reaction notes

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