Tert-Butylamine → HCID 3066303, compound

HRID 1382846Notes

Reaction equation

HRID 1382846 reaction equation
[O:1]1[CH2:3][CH:2]1[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][CH2:14][C:15]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:16]=1[CH:17]=[CH:18][NH:19]2.[C:24]([NH2:28])([CH3:27])([CH3:26])[CH3:25]>CO>[CH3:25][C:24]([NH:28][CH2:3][CH:2]([OH:1])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][CH2:14][C:15]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:16]=1[CH:17]=[CH:18][NH:19]2)([CH3:27])[CH3:26]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 21273613HCID 21273613, compound

Product 1

HCID 3066303HCID 3066303, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2.2 g of the product of Step B and 7.6 ml of tert.-butylamine and 20 ml of methanol was heated at 80° C. for 2 hours and was evaporated to dryness. The residue was chromatographed over silica and eluted with a 6-3-1 chloroform-acetone-triethylamine mixture to obtain 2.7 g of 1-(1,1-dimethylethylamino)-3-[2-[3-[1H-indol-4-yl]-propyl]-phenoxy]-2-propanol melting at 96° C.

Workup

  1. customwas evaporated to dryness
  2. customThe residue was chromatographed over silica
  3. washeluted with a 6-3-1 chloroform-acetone-triethylamine mixture

Sources & evidence

ORD record
ord-84b7a815968b4f43b0fade34aa06b0e2
Source dataset
uspto-grants-1989_02
Patent number
US04808609

Reaction notes

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