Dichloromethane → HCID 66716991, compound

HRID 1184508Notes

Reaction equation

HRID 1184508 reaction equation
[CH3:1][CH:2]1[O:7][C:6]2[CH:8]=[CH:9][C:10]([O:12][CH:13]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]3)=[CH:11][C:5]=2[NH:4][C:3]1=[O:26].C(O)(C(F)(F)F)=O.C(Cl)Cl>>[CH3:1][CH:2]1[O:7][C:6]2[CH:8]=[CH:9][C:10]([O:12][CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)=[CH:11][C:5]=2[NH:4][C:3]1=[O:26]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 68069234HCID 68069234, compound

Product 1

HCID 66716991HCID 66716991, compoundYield 100%

Procedure

To a 40 mL vial containing tert-butyl 4-(2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yloxy)piperidine-1-carboxylate 394D (0.223 g, 0.615 mmol) was added 50% solution of TFA in DCM (2.0 mL, 12.98 mmol) to give a clear brown solution. The reaction was monitored by HPLC. At 0.5 hr, the reaction was pulled and concentrated in vacuo, affording the product as a clear, brown oil (0.161 g, 100% yield). ESI-MS: m/z 263.2 (M+H)+.

Workup

  1. customto give a clear brown solution
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-392838736c2a425286a0172f99d1bf23
Source dataset
uspto-grants-2014_03
Patent number
US08669249B2

Reaction notes

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