Hydrazine hydrate (1:1) → HCID 58691206, compound

HRID 1392105Notes

Reaction equation

HRID 1392105 reaction equation
[CH:1]1([N:6]2[C@H:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:11]=[CH:10][CH2:9][C@H:8]([N:19]3C(=O)C4C(=CC=CC=4)C3=O)[C:7]2=[O:30])[CH2:5][CH2:4][CH2:3][CH2:2]1.O.NN>CO>[NH2:19][C@H:8]1[CH2:9][CH:10]=[CH:11][C@@H:12]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:6]([CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[C:7]1=[O:30]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58691214HCID 58691214, compound

Product 1

HCID 58691206HCID 58691206, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-[(3S,7S)-1-cyclopentyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]-1H-isoindole-1,3(2H)-dione (75 mg) in MeOH (3 ml), was added hydrazine hydrate (21 mg) at RT under N2. The mixture was allowed to stir overnight at RT. The reaction was evaporated and the residue was taken up in DCM and washed with water. The organics were dried (Na2SO4), filtered and evacuated to afford the title compound (40 mg, 79% crude yield) as a crude, yellow oil. This crude oil was not characterized or purified further before taken on to the coupling step.

Workup

  1. customThe reaction was evaporated
  2. washwashed with water
  3. dry with materialThe organics were dried (Na2SO4)
  4. filtrationfiltered
  5. customevacuated

Sources & evidence

ORD record
ord-83aff747749942e68534956307f408a6
Source dataset
uspto-grants-2008_03
Patent number
US07342007B2

Reaction notes

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