[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-(2-methyl-5-{1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-[1,2,3]triazol-4-yl}-phenyl)-methanone → HCID 11548643, compound

HRID 2067195Notes

Reaction equation

HRID 2067195 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([C:25]2[N:26]=[N:27][N:28]([CH2:30][CH2:31]OC3CCCCO3)[CH:29]=2)[CH:22]=[CH:21][C:20]=1[CH3:39])=[O:18].ClC1C=C(NC2C=CC(F)=CC=2F)C=CC=1C(C1C=C(C#C)C=CC=1C)=O.N(CC[CH2:72][O:73][CH:74]1[CH2:79][CH2:78][CH2:77][CH2:76][O:75]1)=[N+]=[N-]>>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([C:25]2[N:26]=[N:27][N:28]([CH2:30][CH2:31][CH2:72][O:73][CH:74]3[CH2:79][CH2:78][CH2:77][CH2:76][O:75]3)[CH:29]=2)[CH:22]=[CH:21][C:20]=1[CH3:39])=[O:18]

Participants

4

Reactant 3

HCID 11706669[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-(2-methyl-5-{1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-[1,2,3]triazol-4-yl}-phenyl)-methanoneHCID 58677657HCID 58677657, compoundHCID 866055212-(3-Azido-propoxy)-tetrahydro-pyran

Product 1

HCID 11548643HCID 11548643, compound

Procedure

The reaction was carried out similarly as described in the preparation of compound 101, using compound 407 (0.44 mmol) and compound 409 (0.44 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 10:90 to 50:50 as the eluent to afford the title compound as colourless foam.

Workup

  1. customThe crude product was purified by continuous gradient flash chromatography

Sources & evidence

ORD record
ord-8c38657d7bf04ee2a374b4ba6d07d021
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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