HCID 70563589, compound → HCID 70562093, compound

HRID 1477847Notes

Reaction equation

HRID 1477847 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:15]2[C:23]3[C:18](=[C:19]([NH:25]C(=O)OC(C)(C)C)[CH:20]=[C:21]([F:24])[CH:22]=3)[CH:17]=[CH:16]2)([CH2:13][CH3:14])[C:9]([OH:12])([CH3:11])[CH3:10])=[CH:4][CH:3]=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:25][C:19]1[CH:20]=[C:21]([F:24])[CH:22]=[C:23]2[C:18]=1[CH:17]=[CH:16][N:15]2[C:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)([CH2:13][CH3:14])[C:9]([CH3:11])([OH:12])[CH3:10]

Participants

3

Reactant 1

HCID 70563589HCID 70563589, compound

Product 1

HCID 70562093HCID 70562093, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A mixture of tert-butyl 1-(3-(4-chlorophenyl)-2-hydroxy-2-methylpentan-3-yl)-6-fluoro-1H-indol-4-ylcarbamate (250 mg, 0.543 mmol) and TFA/DCM (V/V=¼, 10 mL) was stirred at room temperature for 2 h. After removing the solvent, the residue was dissolved in ethyl acetate (20 mL), pH value adjusted to 9˜10 with a saturated sodium bicarbonate solution, dried over sodium sulfate, then filtered. After removing the organic solvent, a crude compound was obtained without purification. LC/MS m/z=361.2 [M+H]+.

Workup

  1. customAfter removing the solvent
  2. dissolutionthe residue was dissolved in ethyl acetate (20 mL)
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customAfter removing the organic solvent

Sources & evidence

ORD record
ord-152b1e1e2890482a9d1c6b817717fb8e
Source dataset
uspto-grants-2016_08
Patent number
US09403807B2

Reaction notes

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