Trifluoroacetic acid → HCID 69640163, compound

HRID 1245413Notes

Reaction equation

HRID 1245413 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C:10]([CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])([CH:13]2[O:17][N:16]=[C:15]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]4[C:35]5[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=5)[N:29]=[C:28]([CH3:36])[CH:27]=4)=[CH:20][CH:19]=3)[CH2:14]2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:41]([O:40][C:38](=[O:39])[CH2:37][C:10]1([CH:13]2[O:17][N:16]=[C:15]([C:18]3[CH:19]=[CH:20][C:21]([O:24][CH2:25][C:26]4[C:35]5[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=5)[N:29]=[C:28]([CH3:36])[CH:27]=4)=[CH:22][CH:23]=3)[CH2:14]2)[CH2:11][CH2:12][NH:8][CH2:9]1)[CH3:42]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69639978HCID 69639978, compound

Product 1

HCID 69640163HCID 69640163, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The intermediate 3-ethoxycarbonylmethyl-3-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester (0.35 g, 0.61 mmol) from example 41 was dissolved in methylene chloride (5 mL) and TFA (3 mL) under nitrogen atmosphere at room temperature. The reaction was stirred for 2 h and was concentrated in vacuo to give (3-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-pyrrolidin-3-yl)-acetic acid ethyl ester as a crude oily residue. MS found: (M+H)+=474.

Workup

  1. customat room temperature
  2. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-290dfe9ae99f49fdad1660f2f933273b
Source dataset
uspto-grants-2006_10
Patent number
US07125870B2

Reaction notes

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