Trifluoroacetic acid → HCID 86759493, compound

HRID 1883654Notes

Reaction equation

HRID 1883654 reaction equation
C([C:5]1[C:13]([CH2:14][N:15]([C:17](=[O:30])[CH:18]([OH:29])[CH2:19][C:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:22][CH:21]=2)[CH3:16])=[C:12]([NH2:31])[CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])(C)(C)C.[C:32]([OH:38])([C:34]([F:37])([F:36])[F:35])=[O:33]>C(Cl)Cl>[F:35][C:34]([F:37])([F:36])[C:32]([OH:38])=[O:33].[NH2:31][C:12]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:13]=1[CH2:14][N:15]([C:17](=[O:30])[CH:18]([OH:29])[CH2:19][C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[NH:22][CH:21]=1)[CH3:16]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69760372HCID 69760372, compound

Product 1

HCID 86759493HCID 86759493, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of t-butyl-4-amino-3-[(2-hydroxy-3-indol-3-yl-N-methylpropanoylamino)methyl]benzoic acid (0.99 g, 2.34 mmole) in CH2Cl2 (20 mL) at RT was added TFA (20 mL). After 12 hr, the reaction contents were evaporated, washed with Et2O and dried under high vacuum overnight affording the title compound (0.86 g, 2.34 mmol) as a pink solid. This product was used without further purification: MS (ES) m/e 369 (M+H-TFA)+.

Workup

  1. customthe reaction contents
  2. customwere evaporated
  3. washwashed with Et2O
  4. customdried under high vacuum overnight

Sources & evidence

ORD record
ord-1d2455ba3eb94b12aece863209360a9f
Source dataset
uspto-grants-2004_07
Patent number
US06762201B1

Reaction notes

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