Chloroform → HCID 69234240, compound

HRID 40649Notes

Reaction equation

HRID 40649 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([O:11][CH2:12][CH:13]1[CH2:15][O:14]1)[CH:7]=[CH:6][CH:5]=2.[O:16]1[C:21]2[CH:22]=[CH:23][C:24]([N:26]3[CH2:33][CH:32]4[NH:34][CH2:35][CH:27]3[CH2:28][CH:29]=[CH:30][CH2:31]4)=[CH:25][C:20]=2[O:19][CH2:18][CH2:17]1.C(Cl)(Cl)Cl>C(O)C>[O:16]1[C:21]2[CH:22]=[CH:23][C:24]([N:26]3[CH2:33][CH:32]4[N:34]([CH2:15][CH:13]([OH:14])[CH2:12][O:11][C:8]5[CH:7]=[CH:6][CH:5]=[C:4]6[C:9]=5[CH:10]=[C:2]([CH3:1])[NH:3]6)[CH2:35][CH:27]3[CH2:28][CH:29]=[CH:30][CH2:31]4)=[CH:25][C:20]=2[O:19][CH2:18][CH2:17]1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 127138222-methyl-4-(oxiran-2-ylmethoxy)-1H-indoleHCID 692338197-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-ene

Product 1

HCID 69234240HCID 69234240, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Methyl-4-oxiranylmethoxy-1H-indole (25 mg, 0.123 mmol), 7-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-ene (34 mg, 0.125 mmol), chloroform (1 mL), ethanol (3 mL) were heated for 900 sec. at 130° C. in a μW reaction tube. The solvent was evaporated under reduced pressure to yield a crude solid that was purified with flash chromatography gradient [20% Ethyl acetate/heptane to 100% Ethyl acetate] to yield the title compound as a residue.

Workup

  1. customat 130° C.
  2. customThe solvent was evaporated under reduced pressure
  3. customto yield a crude solid
  4. customthat was purified with flash chromatography gradient [20% Ethyl acetate/heptane to 100% Ethyl acetate]

Sources & evidence

ORD record
ord-c569ef64c9b444a0934f1e3fcacfdb3d
Source dataset
uspto-grants-2013_09
Patent number
US08530475B2

Reaction notes

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