Pyridine → HCID 15839988, compound

HRID 1739806Notes

Reaction equation

Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[O:8][CH2:9][CH2:10][O:11][C:3]=12.[CH2:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH:13]1[N:21]([CH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[CH3:22].N1C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH:13]1[N:21]([CH:23]1[CH2:24][CH2:25][N:26]([C:2]2[CH:7]=[CH:6][N:5]=[C:4]3[O:8][CH2:9][CH2:10][O:11][C:3]=23)[CH2:27][CH2:28]1)[CH3:22]

Participants

Conditions

Temperature: 130 °C

Procedure

1.1 g (6.5 mmol) of 8-chloro-2,3-dihydro-1,4-dioxino[2,3-b]pyridine, 3 g (13 mmol) of 4[N-(indan-2-yl)-N-methylamino]piperidine and 5 ml of pyridine are placed in a reactor. The whole is heated at 130° C. for 8 hours. After cooling, the whole is taken up in toluene and concentrated. The residue is chromatographed on 130 g of silica (eluant: CH2Cl2 /CH3OH/NH4OH, 95/5/0.5) to yield the expected product which melts (MK) at 167-170° C. Yield=8.5%.

Workup

temperatureAfter cooling
concentrationconcentrated
customThe residue is chromatographed on 130 g of silica (eluant: CH2Cl2 /CH3OH/NH4OH, 95/5/0.5)

Sources & evidence

ORD record: ord-484b46f3b3c14b3a8ef0d7adb3cfc685
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05968954

Reaction notes

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