p-Acetamidobenzoic acid → 3-Acetylamino-N-{3-cyano-4-[5-(2-methoxy-phenoxy)-pyridin-2-ylamino]-5-methyl-pyrrolo[1,2-b]pyridazin-6-yl}-benzamide

HRID 1796679Notes

Reaction equation

HRID 1796679 reaction equation
Cl.[NH2:2]C1C(C)=C2C(NC3C=CC(OC4C=CC=CC=4OC)=CC=3)=C(C#N)C=NN2C=1.C(NC1C=CC(C(O)=O)=CC=1)(=O)C.[C:44]([NH:47][C:48]1[CH:49]=[C:50]([CH:82]=[CH:83][CH:84]=1)[C:51]([NH:53][C:54]1[C:55]([CH3:81])=[C:56]2[C:61]([NH:62][C:63]3[CH:68]=[CH:67][C:66]([O:69][C:70]4[CH:75]=[CH:74][CH:73]=[CH:72][C:71]=4[O:76][CH3:77])=[CH:65]C=3)=[C:60]([C:78]#[N:79])[CH:59]=[N:58][N:57]2[CH:80]=1)=[O:52])(=[O:46])[CH3:45]>>[C:44]([NH:47][C:48]1[CH:49]=[C:50]([CH:82]=[CH:83][CH:84]=1)[C:51]([NH:53][C:54]1[C:55]([CH3:81])=[C:56]2[C:61]([NH:62][C:63]3[CH:68]=[CH:67][C:66]([O:69][C:70]4[CH:75]=[CH:74][CH:73]=[CH:72][C:71]=4[O:76][CH3:77])=[CH:65][N:2]=3)=[C:60]([C:78]#[N:79])[CH:59]=[N:58][N:57]2[CH:80]=1)=[O:52])(=[O:46])[CH3:45]

Participants

4

Reactant 3

HCID 19266p-Acetamidobenzoic acidHCID 221794246-Amino-4-[4-(2-methoxy-phenoxy)-phenylamino]-5-methyl-pyrrolo[1,2-b]pyridazine-3-carbonitrile hydrochlorideHCID 221795123-acetylamino-N-{3-cyano-4-[4-(2-methoxy-phenoxy)-phenylamino]-5-methyl-pyrrolo[1,2-b]pyridazin-6-yl}-benzamide

Product 1

HCID 221797343-Acetylamino-N-{3-cyano-4-[5-(2-methoxy-phenoxy)-pyridin-2-ylamino]-5-methyl-pyrrolo[1,2-b]pyridazin-6-yl}-benzamideYield 50%

Procedure

The title compound (27.3 mg, 50%) was prepared from the hydrochloride salt of 430F (42 mg, 0.10 mmol) and 4-acetylamino-benzoic acid (27 mg, 0.15 mmol) by a route analogous to that used for the preparation of compound 430. It is a slight yellow solid and has a retention time of 6.14 min (standard LC1 method, 8 min run). MS Found: (M+H)+=547.1

Workup

  1. customa retention time of 6.14 min (standard LC1 method, 8 min run)

Sources & evidence

ORD record
ord-c15eb50a62ea4265965d12ffdd056928
Source dataset
uspto-grants-2006_04
Patent number
US07030112B2

Reaction notes

Loading…