[(2R)-8-methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinolin-2-yl]methyl4-bromobenzenesulfonate → HCID 21892066, compound

HRID 28491Notes

Reaction equation

HRID 28491 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]3[O:15][CH2:14][C@H:13]([CH2:16]OS(C4C=CC(Br)=CC=4)(=O)=O)[O:12][C:8]3=2)[N:3]=1.[NH:28]1[CH2:31][CH:30]([CH2:32][C:33]2[C:41]3[C:36](=[CH:37][CH:38]=[C:39]([CH3:42])[CH:40]=3)[NH:35][CH:34]=2)[CH2:29]1>>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]3[O:15][CH2:14][CH:13]([CH2:16][N:28]4[CH2:31][CH:30]([CH2:32][C:33]5[C:41]6[C:36](=[CH:37][CH:38]=[C:39]([CH3:42])[CH:40]=6)[NH:35][CH:34]=5)[CH2:29]4)[O:12][C:8]3=2)[N:3]=1

Participants

3

Reactant 2

HCID 20624762[(2R)-8-methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinolin-2-yl]methyl4-bromobenzenesulfonateHCID 45098165HCID 45098165, compound

Product 1

HCID 21892066HCID 21892066, compound

Procedure

This compound was prepared as described for Example 10, using (2R)-4-bromobenzenesulfonic acid 8-methyl-2,3-dihydro-[1,4]dioxino[2,3-f]quinolin-2-ylmethyl ester (0.4 g, 0.9 mmol), 3-azetidin-3-ylmethyl-5-methyl-1H-indole (0.19 g, 0.9 mmol), to afford 0.15 g of the (S)-enantiomer of the title compound as a light brown oil. The hydrochloride salt was prepared in ethyl acetate and collected as a yellow solid, m.p. 150° C. (dec).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-b39f6e61899e4ad092ca2f6c0d9ff290
Source dataset
uspto-grants-2008_09
Patent number
US07419986B2

Reaction notes

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