Tetrahydrofuran → HCID 66736201, compound

HRID 1640995Notes

Reaction equation

HRID 1640995 reaction equation
C[O:2][C:3](=[O:52])[C:4]1[CH:51]=[CH:50][C:7]([C:8]([NH:10][C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([S:20]([C:23]4[CH:28]=[C:27]([F:29])[CH:26]=[C:25]([F:30])[CH:24]=4)(=[O:22])=[O:21])[CH:18]=3)[N:13]([C:31]([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[N:12]=2)=[O:9])=[CH:6][CH:5]=1.O1CCCC1.O.[OH-].[Li+]>O>[F:30][C:25]1[CH:24]=[C:23]([S:20]([C:17]2[CH:18]=[C:19]3[C:14](=[CH:15][CH:16]=2)[N:13]([C:31]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[N:12]=[C:11]3[NH:10][C:8](=[O:9])[C:7]2[CH:50]=[CH:51][C:4]([C:3]([OH:52])=[O:2])=[CH:5][CH:6]=2)(=[O:22])=[O:21])[CH:28]=[C:27]([F:29])[CH:26]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 66737231HCID 66737231, compound

Product 1

HCID 66736201HCID 66736201, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of N-[5-(3,5-difluoro-benzenesulfonyl)-1-trityl-1H-indazol-3-yl]-terephthalamic acid methyl ester (400 mg, 0.56 mmol), tetrahydrofuran (8 mL), water (4 mL) and lithium hydroxide hydrate (35 mg, 1.5 eq) was stirred at room temperature overnight. The solvents were evaporated to dryness. The residue was taken up with ethyl acetate, washed with 5% aqueous solution of potassium bisulfate, brine, dried over sodium sulfate and evaporated to dryness affording the crude title compound that was used as such for the next step without further purification.

Workup

  1. customThe solvents were evaporated to dryness
  2. washwashed with 5% aqueous solution of potassium bisulfate, brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-7096f95632394f70a15688b2af77444e
Source dataset
uspto-grants-2012_02
Patent number
US08114865B2

Reaction notes

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