3-[6-(3,6-Dihydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluoro-2-methyl-phenylamine → N-{3-[6-(3,6-Dihydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluoro-2-methyl-phenyl}-2-fluoro-4-(1-hydroxy-1-methyl-ethyl)-benzamide

HRID 589496Notes

Reaction equation

HRID 589496 reaction equation
CN(C)C(N1CC=C(C2NC3N=CN=C(C4C=CC=C(N[C:26](=[O:38])[C:27]5[CH:32]=[CH:31][C:30]([C:33]([OH:36])([CH3:35])[CH3:34])=[CH:29][C:28]=5[F:37])C=4C(C4C=CC=CC=4)(C4C=CC=CC=4)O[SiH2]C(C)(C)C)C=3C=2)CC1)=O.[O:60]1[CH2:65][CH:64]=[C:63]([C:66]2[NH:83][C:69]3[N:70]=[CH:71][N:72]=[C:73]([C:74]4[C:75]([CH3:82])=[C:76]([NH2:81])[CH:77]=[C:78]([F:80])[CH:79]=4)[C:68]=3[CH:67]=2)[CH2:62][CH2:61]1>>[O:60]1[CH2:61][CH:62]=[C:63]([C:66]2[NH:83][C:69]3[N:70]=[CH:71][N:72]=[C:73]([C:74]4[C:75]([CH3:82])=[C:76]([NH:81][C:26](=[O:38])[C:27]5[CH:32]=[CH:31][C:30]([C:33]([OH:36])([CH3:35])[CH3:34])=[CH:29][C:28]=5[F:37])[CH:77]=[C:78]([F:80])[CH:79]=4)[C:68]=3[CH:67]=2)[CH2:64][CH2:65]1

Participants

3

Reactant 2

HCID 867309873-[6-(3,6-Dihydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluoro-2-methyl-phenylamineHCID 1317344644-(4-{2-(tert-Butyl-diphenyl-silanyloxymethyl)-3-[2-fluoro-4-(1-hydroxy-1-methyl-ethyl)-benzoylamino]-phenyl}-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide

Product 1

HCID 71230655N-{3-[6-(3,6-Dihydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-5-fluoro-2-methyl-phenyl}-2-fluoro-4-(1-hydroxy-1-methyl-ethyl)-benzamide

Procedure

Example 22 was prepared analogue to Intermediate 9 by replacing Intermediate 7 with Intermediate 12.

Sources & evidence

ORD record
ord-0341c96de59546e88ad4eb77fc61f2b9
Source dataset
uspto-grants-2016_01
Patent number
US09233111B2

Reaction notes

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