Hydrazine hydrate (1:1) → HCID 86687011, compound

HRID 2284978Notes

Reaction equation

HRID 2284978 reaction equation
[N:1]1([C:7](=[O:31])[CH2:8][O:9][C@H:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C@@H:13]([N:20]3C(=O)C4C(=CC=CC=4)C3=O)[CH2:12][CH2:11]2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.O.NN>CO>[NH2:20][C@@H:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C@H:10]([O:9][CH2:8][C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)=[O:31])[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86687010HCID 86687010, compound

Product 1

HCID 86687011HCID 86687011, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of Intermediate 32b (100 mg, 0.23 mmol) and hydrazine hydrate (74 μL, 2.4 mmol) in dry MeOH (6 mL) was stirred at RT for 5 h. The reaction mixture was concentrated in vacuo. The residue was purified by FCC, using 0-20% [2M NH3 in MeOH] in DCM, to give the title compound as an off white foam (50 mg, 72%). LCMS (Method 3): Rt 1.70 min, m/z 291 [MH+].

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe residue was purified by FCC

Sources & evidence

ORD record
ord-12f4463ed1fe4547ba33a70931487293
Source dataset
uspto-grants-2015_09
Patent number
US09145413B2

Reaction notes

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