Trifluoroacetic acid → HCID 22477390, compound

HRID 1835192Notes

Reaction equation

HRID 1835192 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[N:13]([CH3:17])[CH:12]=[C:11]2[C:18]1[NH:26][C:21]2=[N:22][CH:23]=[CH:24][CH:25]=[C:20]2[CH:19]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:17][N:13]1[C:14]2[C:10](=[CH:9][C:8]([NH2:7])=[CH:16][CH:15]=2)[C:11]([C:18]2[NH:26][C:21]3=[N:22][CH:23]=[CH:24][CH:25]=[C:20]3[CH:19]=2)=[CH:12]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68513183HCID 68513183, compound

Product 1

HCID 22477390HCID 22477390, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred solution of [1-methyl-3-(1H-pyrrolo[2,3-b]pyridin-2-yl)-1H-indol-5-yl]-carbamic acid tert-butyl ester [0.2 g, Reference Example 30] in dichloromethane was treated with trifluoroacetic acid (2 mL). After stirring at ambient temperature for 16 hours the reaction mixture was evaporated. The residue was suspended in saturated sodium bicarbonate solution (10 mL) and the resulting solid was filtered then dried to give the title compound as a yellow solid, m.p. 247-248° C. MS: 263 (MH+).

Workup

  1. customwas evaporated
  2. filtrationthe resulting solid was filtered
  3. customthen dried

Sources & evidence

ORD record
ord-42ca690755844d43a6b3ee34c8ed1f9d
Source dataset
uspto-grants-2004_08
Patent number
US06770643B2

Reaction notes

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