Trifluoroacetic acid → HCID 11223003, compound

HRID 2217839Notes

Reaction equation

HRID 2217839 reaction equation
ClC1C=CC2N=C(C)C=CC=2C=1C(O)=O.[Cl:16][C:17]1[C:18]([NH:37][C:38](=[O:46])[CH2:39][CH:40]2[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]2)=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[C:22]([NH:27][CH2:28][CH2:29][C:30]([O:32]C(C)(C)C)=[O:31])[CH:21]=[CH:20]2.FC(F)(F)C(O)=O>>[Cl:16][C:17]1[C:18]([NH:37][C:38](=[O:46])[CH2:39][CH:40]2[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]2)=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[C:22]([NH:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])[CH:21]=[CH:20]2

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 11651470HCID 11651470, compoundHCID 68810268HCID 68810268, compound

Product 1

HCID 11223003HCID 11223003, compoundYield 29.7%

Procedure

Prepared according to the method of example 7 (b), using N-[6-chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]-β-alanine, 1,1-dimethylethyl ester (Example 41 (a)) (150 mg) and trifluoroacetic acid (2 mL). Purification by HPLC (Symmetry—0.1% aqueous ammonium acetate/acetonitrile) afforded the title product (39 mg).

Workup

  1. customPrepared
  2. customPurification by HPLC (Symmetry—0.1% aqueous ammonium acetate/acetonitrile)

Sources & evidence

ORD record
ord-2bf95998f40149abaf2a8a4cbfd0617d
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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