Methylamine → 11beta-[5-(Methylamino)pentyl]-8-vinylestra-1,3,5(10)-triene-3,17beta-diol

HRID 2223344Notes

Reaction equation

HRID 2223344 reaction equation
[CH3:1][NH2:2].Br[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C@H:9]1[CH2:26][C@@:24]2([CH3:25])[C@@H:20]([CH2:21][CH2:22][C@@H:23]2[OH:27])[C@@:19]2([CH:28]=[CH2:29])[C@H:10]1[C:11]1[CH:12]=[CH:13][C:14]([OH:30])=[CH:15][C:16]=1[CH2:17][CH2:18]2>>[CH3:1][NH:2][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C@H:9]1[CH2:26][C@@:24]2([CH3:25])[C@@H:20]([CH2:21][CH2:22][C@@H:23]2[OH:27])[C@@:19]2([CH:28]=[CH2:29])[C@H:10]1[C:11]1[CH:12]=[CH:13][C:14]([OH:30])=[CH:15][C:16]=1[CH2:17][CH2:18]2

Participants

3

Reactant 2

HCID 6329MethylamineHCID 1213654111beta-(5-Bromopentyl)-8-vinyl-estra-1,3,5(10)-triene-3,17beta-diol

Product 1

HCID 1213654211beta-[5-(Methylamino)pentyl]-8-vinylestra-1,3,5(10)-triene-3,17beta-diol

Procedure

In the reaction with methylamine (40% in water, 2 ml/mmol) analogously to instructions 17.2, 258 mg of bromide 30a yields 161 mg of amine 31a as a colorless solid (GC-MS: m/z theor.: 397, pract.: 397).

Sources & evidence

ORD record
ord-9c565c91a6344fbfaea507a32a2286c1
Source dataset
uspto-grants-2008_05
Patent number
US07375098B2

Reaction notes

Loading…