Diisopropylethylamine → HCID 59686804, compound

HRID 40633

Reaction equation

HRID 40633 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][C@@H:10]2[CH2:12][O:11]2)=[CH:4][N:3]=1.[CH:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[N:23]1[CH2:30][C@H:29]2[NH:31][CH2:32][C@@H:24]1[CH2:25][CH:26]=[CH:27][CH2:28]2.CCN(C(C)C)C(C)C>C(O)C>[CH3:1][C:2]1[N:3]=[CH:4][C:5]([O:8][CH2:9][C@@H:10]([OH:11])[CH2:12][N:31]2[CH2:32][C@H:24]3[N:23]([C:14]4[CH:15]=[CH:16][C:17]5[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=5)[CH:13]=4)[CH2:30][C@@H:29]2[CH2:28][CH:27]=[CH:26][CH2:25]3)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 59686818Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-eneHCID 59686824(S)-2-Methyl-5-oxiranylmethoxy-pyridine

Product 1

HCID 59686804HCID 59686804, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
95 °C

Procedure

(S)-2-Methyl-5-oxiranylmethoxy-pyridine (13 mg, 0.077 mmol) and Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene (20 mg, 0.189 mmol) were placed in a μW tube with ethanol (3 ml), DIPEA (15 μL, 0.086 mmol) and heated to 95° C. for 900 sec. The solvent was removed and the residue was purified via silica chromatography (30% Ethyl acetate/heptane) to yield the title compound as a residue.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified via silica chromatography (30% Ethyl acetate/heptane)

Sources & evidence

ORD record
ord-5d40740e23a44ef7bd32cf080e50788b
Source dataset
uspto-grants-2013_09
Patent number
US08530475B2

Linked notes

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