HCID 67264156, compound → HCID 131729611, compound

HRID 1041785Notes

Reaction equation

HRID 1041785 reaction equation
C1N2C(CCCC3C=CC(N)=CC=32)=NC=1.ClC1N=C(NC2C(S(C(C)C)(=O)=O)=CC=CC=2F)C(Cl)=CN=1.OC(C(F)(F)F)=O.[Cl:45][C:46]1[C:47]([NH:67][C:68]2[C:73]([S:74]([CH:77]([CH3:79])[CH3:78])(=[O:76])=[O:75])=[CH:72][CH:71]=[CH:70][C:69]=2[F:80])=[N:48][C:49]([NH:52][C:53]2[CH:54]=[CH:55][C:56]3[CH2:65][CH2:64][CH2:63][C:62]4[N:58]([CH:59]=[CH:60][N:61]=4)[C:57]=3[CH:66]=2)=[N:50][CH:51]=1>>[Cl:45][C:46]1[C:47]([NH:67][C:68]2[C:73]([S:74]([CH:77]([CH3:78])[CH3:79])(=[O:75])=[O:76])=[CH:72][CH:71]=[CH:70][C:69]=2[F:80])=[N:48][C:49]([NH:52][C:53]2[CH:54]=[CH:55][C:56]3[CH2:65][CH2:64][CH2:63][C:62]4[N:58]([CH:59]=[CH:60][N:61]=4)[C:57]=3[CH:66]=2)=[N:50][CH:51]=1

Participants

4

Reactant 3

HCID 67264156HCID 67264156, compoundHCID 86633986HCID 86633986, compoundHCID 131730901HCID 131730901, compound

Product 1

HCID 131729611HCID 131729611, compound

Procedure

Following a procedure analogous to Example 1741e, 5,6-dihydro-4H-3,10b-diaza-benzo[e]azulen-9-ylamine and (2,5-dichloro-pyrimidin-4-yl)-[2-fluoro-6-(propane-2-sulfonyl)-phenyl]-amine was converted to 5-chloro-N*2*-(5,6-dihydro-4H-3,10b-diaza-benzo[e]azulen-9-yl)-N*4*-[2-fluoro-6-(propane-2-sulfonyl)-phenyl]-pyrimidine-2,4-diamine TFA salt: 1H NMR (300 MHz, CD3OD) δ 8.19 (s, 1H), 7.76 (m, 1H), 7.70 (d, 1H), 7.67 (s, 2H), 7.5 (m, 3H), 7.24 (d, 1H), 3.3 (m, 1H), 2.95 (t, 2H), 2.60 (t, 2H), 2.38 (pent, 2H), 1.19 (d, 6H); 19F NMR (282 MHz, CD3OD) δ −77.4, −114.8 (d); MS (m/e) 527 (M+1).

Sources & evidence

ORD record
ord-bc82113127dc4accb6dc3564c5356893
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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