Water → HCID 86760445, compound

HRID 457020Notes

Reaction equation

HRID 457020 reaction equation
C(OC(=O)[N:7]([CH3:36])[C:8]1[C:9]2[N:10]([C:14]([C:17]3[CH:22]=[CH:21][C:20](NC(NCC(C4C=CC=CC=4)C)=O)=[CH:19][CH:18]=3)=[CH:15][N:16]=2)[CH:11]=[CH:12][N:13]=1)(C)(C)C.F[C:39](F)(F)[C:40](O)=O.[OH2:45]>>[CH3:36][NH:7][C:8]1[C:9]2[N:10]([C:14]([C:17]3[CH:18]=[CH:19][C:20]([CH:39]([CH3:40])[CH2:36][NH:7][C:8](=[O:45])[NH2:13])=[CH:21][CH:22]=3)=[CH:15][N:16]=2)[CH:11]=[CH:12][N:13]=1

Participants

4

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 69507274HCID 69507274, compound

Product 1

HCID 86760445HCID 86760445, compoundYield 90%

Procedure

To the purified product Y, (68 mg, 0.136 mmol) was added trifluoroacetic acid (2 mL) and water (1 mL). The reaction mixture was then swirled and left to stand for 12 h. The mixture was then concentrated under vacuum and dissolved in dichloromethane (250 mL) dichloromethane (50 mL) and neutralized with saturated bicarbonate solution (150 mL). The organic layer was then dried over sodium sulfate and concentrated under vacuum to provide Example 154 as a white solid. Yield: 90%.

Workup

  1. waitleft
  2. concentrationThe mixture was then concentrated under vacuum
  3. dissolutiondissolved in dichloromethane (250 mL) dichloromethane (50 mL)
  4. dry with materialThe organic layer was then dried over sodium sulfate
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-454e7c4e580f4a728a16c0140fed0a54
Source dataset
uspto-grants-2007_03
Patent number
US07186832B2

Reaction notes

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