Acetic Acid → HCID 68687502, compound

HRID 1991419Notes

Reaction equation

HRID 1991419 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[C:14]([NH:16][NH2:17])=O)=O)(C)(C)C.[O:18]=[C:19]1[NH:24][C:23]2[CH:25]=[C:26]([C:29](N)=[NH:30])[CH:27]=[CH:28][C:22]=2[O:21][CH2:20]1.C(O)(=O)C>CN(C=O)C>[NH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[C:14]1[NH:16][N:17]=[C:29]([C:26]2[CH:27]=[CH:28][C:22]3[O:21][CH2:20][C:19](=[O:18])[NH:24][C:23]=3[CH:25]=2)[N:30]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 68686420HCID 68686420, compoundHCID 68688084HCID 68688084, compound

Product 1

HCID 68687502HCID 68687502, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

1.5 mmol of 2-Hydrazinocarbonyl-piperidine-1-carboxylic acid tert-butyl ester were dissolved in 3 ml DMF. 1 eq of 3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxamidine and 90 ul acetic acid were added and the reaction mixture heated to 120° C. overnight. The solvent was evaporated and the crude extracted from ethylacetate/water. The resulting oil was taken up in 15 ml DCM and treated with 3 ml TFA. The reaction mixture was reduced to dryness.

Workup

  1. customThe solvent was evaporated
  2. extractionthe crude extracted from ethylacetate/water
  3. additiontreated with 3 ml TFA

Sources & evidence

ORD record
ord-14a3991a7e1546e3a04422eb3639e5ad
Source dataset
uspto-grants-2010_01
Patent number
US07645776B2

Reaction notes

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