(8-Methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinolin-2-yl)methyl 4-methylbenzene-1-sulfonate → HCID 178422484, compound

HRID 1072455Notes

Reaction equation

HRID 1072455 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][CH:13]([CH2:16]OS(C4C=CC(C)=CC=4)(=O)=O)[O:12][C:8]3=2)[N:3]=1.[F:28][C:29]1[CH:30]=[C:31]2[C:35](=[CH:36][CH:37]=1)[NH:34][CH:33]=[C:32]2[C@@H:38]1[CH2:43][CH2:42][C@H:41]([NH2:44])[CH2:40][CH2:39]1>>[F:28][C:29]1[CH:30]=[C:31]2[C:35](=[CH:36][CH:37]=1)[NH:34][CH:33]=[C:32]2[C@@H:38]1[CH2:43][CH2:42][C@H:41]([NH:44][CH2:16][C@@H:13]2[O:12][C:8]3=[C:9]4[C:4](=[CH:5][CH:6]=[C:7]3[O:15][CH2:14]2)[N:3]=[C:2]([CH3:1])[CH:11]=[CH:10]4)[CH2:40][CH2:39]1

Participants

3

Reactant 2

HCID 21892063(8-Methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinolin-2-yl)methyl 4-methylbenzene-1-sulfonateHCID 178511503HCID 178511503, compound

Product 1

HCID 178422484HCID 178422484, compoundYield 20.2%

Procedure

This compound was prepared in a manner similar to Example 1, using toluene-4-sulfonic acid 8-methyl-2,3-dihydro-[1,4]dioxino[2,3-f]quinolin-2-ylmethyl ester (0.5 g, 1.29 mmol) and cis-4-(5-fluoro-1H-indol-3-yl)-cyclohexylamine (0.4 g, 1.72 mmol) to give 0.116 g (20%) product as an oxalate salt: MS (ESI) m/z 446 [M+H]+.

Workup

  1. customThis compound was prepared in a manner similar to Example 1

Sources & evidence

ORD record
ord-03f0ff04c10b4df9a26c1ce4344807dc
Source dataset
uspto-grants-2005_06
Patent number
US06911445B2

Reaction notes

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