Trifluoroacetic acid → HCID 11699961, compound

HRID 2378092Notes

Reaction equation

HRID 2378092 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:16]=[CH:17][CH:18]=[C:19]3[C:23]=2[N:22]([CH3:24])[C:21]([C:25](=[O:44])[NH:26][C:27]2[CH:32]=[C:31]([C:33]([CH3:36])([CH3:35])[CH3:34])[CH:30]=[C:29]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])[C:28]=2[O:42][CH3:43])=[CH:20]3)[CH2:10][CH2:9]1)=[O:7])(C)(C)[CH3:2].FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:16]=[CH:17][CH:18]=[C:19]3[C:23]=2[N:22]([CH3:24])[C:21]([C:25](=[O:44])[NH:26][C:27]2[CH:32]=[C:31]([C:33]([CH3:35])([CH3:36])[CH3:34])[CH:30]=[C:29]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])[C:28]=2[O:42][CH3:43])=[CH:20]3)[CH2:10][CH2:9]1)=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11643064HCID 11643064, compound

Product 1

HCID 11699961HCID 11699961, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-1-methyl-1H-indol-7-yloxy]-piperidine-1-carboxylic acid tert-butyl ester (160 mg, 0.254 mmol) (Example 7) in dichloromethane (1 mL) was added trifluoroacetic acid (0.2 mL). The mixture was stirred at room temperature overnight and concentrated. The crude piperidine intermediate thus obtained was dried under vacuum and directly used in later reactions.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-be263533b3364899bea1c757148e833a
Source dataset
uspto-grants-2008_12
Patent number
US07470692B2

Reaction notes

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