HCID 16641866, compound → HCID 68322476, compound

HRID 1505328Notes

Reaction equation

HRID 1505328 reaction equation
CC([N:5]([C@H:9]([CH3:29])[C:10]([NH:12][C:13]1[CH:14]=[N:15][C:16]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH:26](C)C)[CH:21]=2)=[CH:17][CH:18]=1)=[O:11])[C:6](=[O:8])[O-:7])(C)C.[CH3:30][CH:31]([C:33]1C=C(OC2N=CC(N)=CC=2)C=CC=1)[CH3:32].[CH3:47]C1C=CC(C)=CC=1OC1N=CC(N)=CC=1>>[CH3:47][C:25]1[CH:24]=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=1[O:19][C:16]1[N:15]=[CH:14][C:13]([NH:12][C:10](=[O:11])[C@H:9]([NH:5][C:6](=[O:8])[O:7][C:31]([CH3:33])([CH3:32])[CH3:30])[CH3:29])=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 16641866HCID 16641866, compound2×HCID 16788418HCID 16788418, compoundHCID 86673582HCID 86673582, compound

Product 1

HCID 68322476HCID 68322476, compound

Procedure

The title compound was made in a similar fashion to the preparation of Intermediate 25 replacing 6-{[3-(1-methylethyl)phenyl]oxy}-3-pyridinamine with 6-[(2,5-dimethylphenyl)oxy]-3-pyridinamine (Intermediate 34) and using the following conditions for the silica gel chromatography: Companion instrument, 12 g cartridge, a gradient cHex/EtOAc as eluent from 100/0 to 70/30. This afforded the title compound as a light brown oil (63 mg).

Sources & evidence

ORD record
ord-8653871dfb9f452b8607b5539b08bb22
Source dataset
uspto-grants-2015_12
Patent number
US09216967B2

Reaction notes

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