HCID 58659388, compound → HCID 59596402, compound

HRID 2264591Notes

Reaction equation

HRID 2264591 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([N:12]2[C:20]3[C:15](=[CH:16][C:17]([O:21][C:22]4[CH:27]=[C:26](Cl)[N:25]=[CH:24][N:23]=4)=[CH:18][CH:19]=3)[CH2:14][CH2:13]2)=[O:11])[CH:6]=[CH:7][CH:8]=1>C(N)(C)C>[F:1][C:2]([F:30])([F:29])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([N:12]2[C:20]3[C:15](=[CH:16][C:17]([O:21][C:22]4[CH:27]=[C:26]([NH:9][CH:5]([CH3:6])[CH3:4])[N:25]=[CH:24][N:23]=4)=[CH:18][CH:19]=3)[CH2:14][CH2:13]2)=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 58659388HCID 58659388, compound

Product 1

HCID 59596402HCID 59596402, compound

Reagents, catalysts & solvents 1

HCID 6363IsopropylamineSolvent

Procedure

A solution of 261 mg (0.60 mMol) 5-(6-chloro-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide (WO 03/099771; ex. 163) in 15 ml isopropylamin is stirred for 18 h at rt and then concentrated in vacuo. The residue is dissolved in EtOAc and water and the aqueous layer extracted twice with EtOAc. -The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Column chromatography (SiO2; EtOAc/hexane 1:1) gives the title compound: m.p.: 189° C.; MS: [M+1]+=458; TLC(EtOAc): Rf=0.45.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue is dissolved in EtOAc
  3. extractionwater and the aqueous layer extracted twice with EtOAc
  4. wash-The organic layers are washed with water and brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ba399335bc08413ea0b69660f924b6b1
Source dataset
uspto-grants-2010_12
Patent number
US07855215B2

Reaction notes

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