Trifluoroacetic acid → HCID 86627047, compound

HRID 2097526Notes

Reaction equation

HRID 2097526 reaction equation
[CH2:1]([O:8][CH2:9][N:10]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH:22]([F:24])[F:23])=[C:17]([O:25][CH:26]3[CH2:28][CH2:27]3)[CH:16]=2)=[C:13]([CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([O:38]C(C)(C)C)=[O:37])[CH:31]=2)[C:12]([C:43]([O:45][CH2:46][CH3:47])=[O:44])=[C:11]1[CH:48]=[O:49])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:8][CH2:9][N:10]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH:22]([F:23])[F:24])=[C:17]([O:25][CH:26]3[CH2:28][CH2:27]3)[CH:16]=2)=[C:13]([CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([OH:38])=[O:37])[CH:31]=2)[C:12]([C:43]([O:45][CH2:46][CH3:47])=[O:44])=[C:11]1[CH:48]=[O:49])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86627048HCID 86627048, compound

Product 1

HCID 86627047HCID 86627047, compoundYield 106.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 25 ml of dichloromethane solution containing 1.24 g (1.84 mmol) of ethyl 1-benzyloxymethyl-4-(3-tert-butoxycarbonylbenzyl)-5-(3-cyclopropoxy-4-difluoromethoxyphenyl)-2-formyl-1H-pyrrol-3-carboxylate obtained in Reference example 41-(c) was added 5 ml of trifluoroacetic acid, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, and azeotropic dehydration with toluene was further carried out, and then the residue was dried under reduced pressure to obtain 1.21 g of the title compound as a yellowish oil substantially quantitatively.

Workup

  1. customobtained in Reference example 41-(c)
  2. customAfter completion of the reaction
  3. concentrationthe reaction mixture was concentrated under reduced pressure, and azeotropic dehydration with toluene
  4. customthe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-797ecbaa946c4154a46b6db757f787af
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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