1-Bromopropane → HCID 18705919, compound

HRID 2287838Notes

Reaction equation

[F:1][C:2]([F:25])([F:24])[S:3]([O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][C:15]=1[OH:16])[CH2:12][CH:11]([N:17]([CH2:21][CH2:22][CH3:23])[CH2:18][CH2:19][CH3:20])[CH2:10]2)(=[O:5])=[O:4].[CH2:26](Br)[CH2:27][CH3:28]>>[F:25][C:2]([F:24])([F:1])[S:3]([O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][C:15]=1[O:16][CH2:26][CH2:27][CH3:28])[CH2:12][CH:11]([N:17]([CH2:21][CH2:22][CH3:23])[CH2:18][CH2:19][CH3:20])[CH2:10]2)(=[O:4])=[O:5]

Participants

Reactant 2

HCID 78401-Bromopropane

HCID 18705875HCID 18705875, compound

Product 1

HCID 18705919HCID 18705919, compound

Procedure

Using procedure 38, 2-(dipropylamino)-2,3-dihydro-6-hydroxy-1H-inden-5-yl trifluoromethanesulfonate (69, 1.9 g, 5 mmol) was treated with propylbromide (2.5 g, 20 mmol). Chromatographic purification yielded pure product 72 as a oil which was converted into the HCl salt and crystallized from EtOAc/hexane to give a white solid (mp 169-170° C.)

Workup

customChromatographic purification

Sources & evidence

ORD record: ord-9df9d363ab664d00b54f3fd846ebd687
Source dataset: uspto-grants-2000_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06084130

Reaction notes

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