Trifluoroacetic acid → HCID 117843613, compound

HRID 2209092Notes

Reaction equation

HRID 2209092 reaction equation
[CH:1]1([N:4]2[C:8]3[C:9]([O:28][C@@H:29]([C@@H:31]4[CH2:35][C:34](=[O:36])[NH:33][CH2:32]4)[CH3:30])=[N:10][C:11]([C:13]4[CH:18]=[C:17]5[NH:19][C:20](=[O:27])[C:21]6([CH2:26][CH2:25][NH:24][CH2:23][CH2:22]6)[C:16]5=[CH:15][CH:14]=4)=[CH:12][C:7]=3[N:6]=[CH:5]2)[CH2:3][CH2:2]1.CS(Cl)(=O)=O.[C:42](O)([C:44](F)(F)F)=[O:43]>CN(C=O)C>[C:42]([N:24]1[CH2:23][CH2:22][C:21]2([C:16]3[C:17](=[CH:18][C:13]([C:11]4[N:10]=[C:9]([O:28][C@@H:29]([C@@H:31]5[CH2:35][C:34](=[O:36])[NH:33][CH2:32]5)[CH3:30])[C:8]5[N:4]([CH:1]6[CH2:2][CH2:3]6)[CH:5]=[N:6][C:7]=5[CH:12]=4)=[CH:14][CH:15]=3)[NH:19][C:20]2=[O:27])[CH2:26][CH2:25]1)(=[O:43])[CH3:44]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 31297Methanesulfonyl chlorideHCID 117843728HCID 117843728, compound

Product 1

HCID 117843613HCID 117843613, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

To solution of 6-(3-cyclopropyl-4-((R)-1-((R)-5-oxopyrrolidin-3-yl)ethoxy)-3H-imidazo[4,5-c]pyridin-6-yl)spiro[indoline-3,4′-piperidin]-2-one: (0.094 g, 0.193 mmol) in DMF was added TEA (0.119 g, 1 mmol), then followed by the addition of methanesulfonyl chloride (0.022 g, 0.193 mmol). Reaction was stirred at 0° C. for 10 minutes; LC-MS showed reaction was complete. TFA was added, and the crude material was purified by HPLC.

Workup

  1. customReaction
  2. customreaction
  3. customthe crude material was purified by HPLC

Sources & evidence

ORD record
ord-b6b1d3eaf153448892e72f9891e339db
Source dataset
uspto-grants-2016_06
Patent number
US09376441B2

Reaction notes

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