[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 11541444, compound

HRID 2067221Notes

Reaction equation

HRID 2067221 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][O:32][CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][O:34]3)[CH:29]=2)[CH:22]=[CH:21][C:20]=1C)=[O:18].ClC1C=C(NC2C=CC(F)=CC=2F)C=CC=1[C:56](C1C=C(C#C)C=CC=1OC)=[O:57].N(CCOC1CCCCO1)=[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][O:32][CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][O:34]3)[CH:29]=2)[CH:22]=[CH:21][C:20]=1[O:57][CH3:56])=[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 600742872-(2-Azidoethoxy)oxaneHCID 86605526[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-(5-ethynyl-2-methoxy-phenyl)-methanone

Product 1

HCID 11541444HCID 11541444, compound

Procedure

The reaction was carried out similarly as described in the preparation of compound 101, using compound 427 (0.42 mmol) and compound 408 (0.42 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 20:80 to 60:40 as the eluent to afford the title compound as light orange foam.

Workup

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

Sources & evidence

ORD record
ord-9bea2da4d0cc488b9b3115b887389233
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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