Trifluoroacetic acid → HCID 69639776, compound

HRID 1245411Notes

Reaction equation

HRID 1245411 reaction equation
C(OC([N:8]1[CH2:36][CH2:35][C:11]2([O:15][N:14]=[C:13]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]4[C:33]5[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=5)[N:27]=[C:26]([CH3:34])[CH:25]=4)=[CH:18][CH:17]=3)[CH2:12]2)[CH:10]([CH2:37][C:38]([O:40][CH3:41])=[O:39])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:41][O:40][C:38](=[O:39])[CH2:37][CH:10]1[CH2:9][NH:8][CH2:36][CH2:35][C:11]21[O:15][N:14]=[C:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]3[C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[N:27]=[C:26]([CH3:34])[CH:25]=3)=[CH:18][CH:17]=1)[CH2:12]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69639977HCID 69639977, compound

Product 1

HCID 69639776HCID 69639776, compoundYield 139.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The intermediate 6-methoxycarbonylmethyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-1-oxa-2,8-diaza-spiro[4.5]dec-2-ene-8-carboxylic acid tert-butyl ester from Example 33 (0.43 g, 1.87 mmol) was dissolved in methylene chloride (12 mL) and TFA (12 mL) at room temperature under a nitrogen atmosphere. The reaction was stirred for 1 h and concentrated in vacuo to give {3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-1-oxa-2,8-diaza-spiro[4.5]dec-2-en-6-yl}-acetic acid methyl ester (1.2 g, 100%) crude product. MS found: (M+H)+=460.

Workup

  1. customat room temperature
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-08c45bbc083f4bab868feeda1db92240
Source dataset
uspto-grants-2006_10
Patent number
US07125870B2

Reaction notes

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