Lithium Hydroxide → HCID 131721694, compound

HRID 378158Notes

Reaction equation

HRID 378158 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[N:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]=1[NH:15][C:16]1[CH:17]=[C:18]([C:22]([NH:24][CH2:25][C:26]([NH:28][CH:29]([C:36]2[CH:41]=[C:40]([Cl:42])[CH:39]=[C:38]([Cl:43])[CH:37]=2)[CH2:30][C:31]([O:33]CC)=[O:32])=[O:27])=[O:23])[CH:19]=[CH:20][CH:21]=1.[Li+].[OH-].C(O)(C(F)(F)F)=O>O.CC#N>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[N:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]=1[NH:15][C:16]1[CH:17]=[C:18]([C:22]([NH:24][CH2:25][C:26]([NH:28][CH:29]([C:36]2[CH:37]=[C:38]([Cl:43])[CH:39]=[C:40]([Cl:42])[CH:41]=2)[CH2:30][C:31]([OH:33])=[O:32])=[O:27])=[O:23])[CH:19]=[CH:20][CH:21]=1

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 6422Trifluoroacetic acidHCID 131721695HCID 131721695, compound

Product 1

HCID 131721694HCID 131721694, compoundYield 79.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To the product from Example 188 (370 mg, 0.00057 mole) in H2O (20 mL) and CH3CN (15 mL) was added LiOH (192 mg, 0.0046 mole). The reaction mixture was stirred at room temperature for 3 hours. The pH was lowered to ~2.5 with TFA and the product was isolated by RPHPLC to yield the title compound (280 mg after lyophilization) as a white solid.

Workup

  1. customthe product was isolated by RPHPLC

Sources & evidence

ORD record
ord-6471835b4f21417c95714d89e412df17
Source dataset
uspto-grants-2000_02
Patent number
US06028223

Reaction notes

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