HCID 11541444, compound → [2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-{5-[1-(2-hydroxy-ethyl)-1H-[1,2,3]triazol-4-yl]-2-methoxy-phenyl}-methanone

HRID 2067222Notes

Reaction equation

ClC1C=C(NC2C=CC(F)=CC=2F)C=CC=1C(C1C=C(C2N=NN(CCOC3CCCCO3)C=2)C=CC=1C)=O.[Cl:40][C:41]1[CH:46]=[C:45]([NH:47][C:48]2[CH:53]=[CH:52][C:51]([F:54])=[CH:50][C:49]=2[F:55])[CH:44]=[CH:43][C:42]=1[C:56]([C:58]1[CH:63]=[C:62]([C:64]2[N:65]=[N:66][N:67]([CH2:69][CH2:70][O:71]C3CCCCO3)[CH:68]=2)[CH:61]=[CH:60][C:59]=1[O:78][CH3:79])=[O:57]>>[Cl:40][C:41]1[CH:46]=[C:45]([NH:47][C:48]2[CH:53]=[CH:52][C:51]([F:54])=[CH:50][C:49]=2[F:55])[CH:44]=[CH:43][C:42]=1[C:56]([C:58]1[CH:63]=[C:62]([C:64]2[N:65]=[N:66][N:67]([CH2:69][CH2:70][OH:71])[CH:68]=2)[CH:61]=[CH:60][C:59]=1[O:78][CH3:79])=[O:57]

Participants

Reactant 2

HCID 11541444HCID 11541444, compound

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)-methanone

Product 1

HCID 11554848[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-{5-[1-(2-hydroxy-ethyl)-1H-[1,2,3]triazol-4-yl]-2-methoxy-phenyl}-methanone

Procedure

The reaction was carried out similarly as described in the preparation of compound 101, using compound 119 (0.11 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 20:80 to 100:0 as the eluent to afford the title compound as yellow foam.

Workup

customThe crude product was purified by continuous gradient flash chromatography

Sources & evidence

ORD record: ord-58b437ae57b04d349110043a26cdb820
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08293772B2

Reaction notes

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