4-(1-Hydroxy-2-methylpropan-2-yl)benzoic acid → 4-(4-{4-Fluoro-3-[4-(2-hydroxy-1,1-dimethyl-ethyl)-benzoylamino]-phenyl}-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide

HRID 589494Notes

Reaction equation

HRID 589494 reaction equation
CN(C)C(N1CC=C(C2NC3N=CN=C(C4C=CC=C(NC(=O)C5C=CC(C(O)(C)C)=CC=5F)C=4C(C4C=CC=CC=4)(C4C=CC=CC=4)O[SiH2]C(C)(C)C)C=3C=2)CC1)=O.[CH3:60][N:61]([CH3:87])[C:62]([N:64]1[CH2:69][CH:68]=[C:67]([C:70]2[NH:86][C:73]3[N:74]=[CH:75][N:76]=[C:77]([C:78]4[CH:83]=[CH:82][C:81]([F:84])=[C:80]([NH2:85])[CH:79]=4)[C:72]=3[CH:71]=2)[CH2:66][CH2:65]1)=[O:63].FC1C=C(C(O)(C)C)C=CC=1C(O)=O.[OH:102][CH2:103][C:104]([C:107]1[CH:115]=[CH:114][C:110]([C:111](O)=[O:112])=[CH:109][CH:108]=1)([CH3:106])[CH3:105]>>[CH3:60][N:61]([CH3:87])[C:62]([N:64]1[CH2:65][CH:66]=[C:67]([C:70]2[NH:86][C:73]3[N:74]=[CH:75][N:76]=[C:77]([C:78]4[CH:83]=[CH:82][C:81]([F:84])=[C:80]([NH:85][C:111](=[O:112])[C:110]5[CH:114]=[CH:115][C:107]([C:104]([CH3:105])([CH3:106])[CH2:103][OH:102])=[CH:108][CH:109]=5)[CH:79]=4)[C:72]=3[CH:71]=2)[CH2:68][CH2:69]1)=[O:63]

Participants

5

Reactant 4

HCID 204962864-(1-Hydroxy-2-methylpropan-2-yl)benzoic acidHCID 867309852-Fluoro-4-(2-hydroxypropan-2-yl)benzoic acidHCID 867309864-[4-(3-Amino-4-fluoro-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamideHCID 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 712314604-(4-{4-Fluoro-3-[4-(2-hydroxy-1,1-dimethyl-ethyl)-benzoylamino]-phenyl}-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide

Procedure

Example 21 was prepared analogue to Intermediate 9 by replacing Intermediate 7 with Intermediate 10 and Intermediate 8 with 4-(2-hydroxy-1,1-dimethyl-ethyl)-benzoic acid.

Sources & evidence

ORD record
ord-c65cb3e26dc24013b56b13a60fab5a7a
Source dataset
uspto-grants-2016_01
Patent number
US09233111B2

Reaction notes

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