2-Methoxybenzoyl chloride → N-[3-(3-{2-[(3-fluorophenyl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-2-(methyloxy)benzamide

HRID 1159901Notes

Reaction equation

HRID 1159901 reaction equation
C1C2C(=CC=C(NC3N=C(C4C(C5C=C(NC(=O)C6C=CC=CC=6)C=CC=5)=NN5C=CC=CC=45)C=CN=3)C=2)CCN1.[NH2:42][C:43]1[CH:44]=[C:45]([C:49]2[C:57]([C:58]3[CH:63]=[CH:62][N:61]=[C:60]([NH:64][C:65]4[CH:70]=[CH:69][CH:68]=[C:67]([F:71])[CH:66]=4)[N:59]=3)=[C:52]3[CH:53]=[CH:54][CH:55]=[CH:56][N:51]3[N:50]=2)[CH:46]=[CH:47][CH:48]=1.[CH3:72][O:73][C:74]1[CH:82]=[CH:81][CH:80]=[CH:79][C:75]=1[C:76](Cl)=[O:77]>>[F:71][C:67]1[CH:66]=[C:65]([NH:64][C:60]2[N:59]=[C:58]([C:57]3[C:49]([C:45]4[CH:44]=[C:43]([NH:42][C:76](=[O:77])[C:75]5[CH:79]=[CH:80][CH:81]=[CH:82][C:74]=5[O:73][CH3:72])[CH:48]=[CH:47][CH:46]=4)=[N:50][N:51]4[CH:56]=[CH:55][CH:54]=[CH:53][C:52]=34)[CH:63]=[CH:62][N:61]=2)[CH:70]=[CH:69][CH:68]=1

Participants

4

Reactant 3

HCID 889692-Methoxybenzoyl chlorideHCID 595114034-[2-(3-aminophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(3-fluorophenyl)-2-pyrimidinamineHCID 59513880N-(3-{3-[2-(1,2,3,4-tetrahydro-7-isoquinolinylamino)-4-pyrimidinyl]-pyrazolo[1,5-a]pyridin-2-yl}phenyl)benzamide

Product 1

HCID 59513869N-[3-(3-{2-[(3-fluorophenyl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-2-(methyloxy)benzamide

Procedure

In a manner analogous to Example 66, the title compound may be obtained by reacting 4-[2-(3-aminophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(3-fluorophenyl)-2-pyrimidinamine and 2-methoxybenzoyl chloride. HRMS: calc. C28H20N6OFS calcd for C31H23FN6O2: 530.1867, found: 531.1941 (M+H)+ 507.1403 found 507.1427+).

Sources & evidence

ORD record
ord-d45021e038d8439fac9324ccb590cf2e
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

Loading…