4-Isopropylthiophenol → HCID 67156909, compound

HRID 549265Notes

Reaction equation

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

Participants

Reactant 2

HCID 5212514-Isopropylthiophenol

HCID 67157527HCID 67157527, compound

Product 1

HCID 67156909HCID 67156909, compound

Procedure

The compound was prepared from tert-butyl 4-(6-bromoquinolin-4-yl)-1,4-diazepane-1-carboxylate (0.5 g, 1.23 mmol) and 4-isopropylbenzenethiol (0.19 g, 1.23 mmol). Yield: 0.27 g (46%) of the title compound that was used in the next step without further purification. HPLC 89%, RT: 3.67 min (5-99% MeCN containing 0.1% TFA over 3 min); MS (ESI+) for C28H35N3O2S m/z 478.2 (M+H)+.

Workup

customYield: 0.27 g (46%) of the title compound that was used in the next step without further purification
customHPLC 89%, RT: 3.67 min (5-99% MeCN containing 0.1% TFA over 3 min)

Sources & evidence

ORD record: ord-65fde903e0e148319ba31320f414c377
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07943639B2

Reaction notes

Loading…