Lithium Hydroxide → HCID 25072121, compound

HRID 559069Notes

Reaction equation

HRID 559069 reaction equation
[Li+].[OH-].C[O:4][C:5]([C:7]1[C:16](=[O:17])[C:15]2[C:14]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([I:25])=[CH:21][C:20]=3[F:26])=[CH:13][C:12](=[O:27])[N:11]([CH3:28])[C:10]=2[N:9]([CH3:29])[CH:8]=1)=[O:6]>CO>[F:26][C:20]1[CH:21]=[C:22]([I:25])[CH:23]=[CH:24][C:19]=1[NH:18][C:14]1[C:15]2[C:16](=[O:17])[C:7]([C:5]([OH:6])=[O:4])=[CH:8][N:9]([CH3:29])[C:10]=2[N:11]([CH3:28])[C:12](=[O:27])[CH:13]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 25072119HCID 25072119, compound

Product 1

HCID 25072121HCID 25072121, compoundYield 4.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An aqueous LiOH solution (2N, 0.08 mL) was added to a stirring solution of example 31 (10 mg, 0.021 mmol) in MeOH (0.15 mL). The reaction mixture was stirred at r.t. for 2 h. Purification by preparative HPLC mass triggered gave 0.4 mg (4%) of the title compound as a light yellow solid. 1H NMR (400 MHz, CDCl3): δ 14.29 (s, 1H), 11.06 (s, 1H), 8.47 (s, 1H), 7.51-7.56 (m, 2H), 7.17 (t, 1H, J=8.4 Hz), 5.73 (s, 1H), 3.95 (s, 3H), 3.63 (s, 3H). MS (ES) [m+H] calc'd for C17H13FIN3O4, 470; found 470.

Workup

  1. customPurification by preparative HPLC mass

Sources & evidence

ORD record
ord-5e4906c96e344e32ab0ace9b456a22a8
Source dataset
uspto-grants-2011_11
Patent number
US08063066B2

Reaction notes

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