Acetic Acid → HCID 21477602, compound

HRID 2293749Notes

Reaction equation

HRID 2293749 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[C:22]([NH2:23])=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:24][CH2:25][C:26](=O)[CH2:27][CH3:28].C(O)(=O)C>CO>[CH2:1]([O:8][C:9]([N:11]1[CH2:12][CH2:13][N:14]([C:17]2[C:22]([NH:23][CH:26]([CH2:27][CH3:28])[CH2:25][CH3:24])=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:15][CH2:16]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7288Ethyl ketoneHCID 21477686HCID 21477686, compound

Product 1

HCID 21477602HCID 21477602, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following the general procedure of PREPARATION 3 and making non-critical variations but starting with 1-[benzyloxycarbonyl]-4-[(3-amino)-2-pyridinyl]piperazine (PREPARATION 33, 10.5 g), 3-pentanone (0.15 g) sodium cyanoborohydride (0.11 g), acetic acid (52.3 ml) and methanol (3.2), the title compound is obtained, NMR (300 MHz, CDCl3) 7.66, 7.38-7.33, 6.90, 6.79, 5.17, 4.21, 3.65, 3.15, 3.04, 1.66-1.46 and 0.93 δ.

Workup

  1. customthe general procedure of PREPARATION 3

Sources & evidence

ORD record
ord-3ed9e25b3a8c4941949de68f5d87b70a
Source dataset
uspto-grants-1997_11
Patent number
US05686610

Reaction notes

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