HCID 57522618, compound → 2-[5-Chloro-2-(2-methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-ylamino)-pyrimidin-4-ylamino]-N,N-dimethyl-benzenesulfonamide

HRID 1041237Notes

Reaction equation

HRID 1041237 reaction equation
Cl[C:2]1N=C(N[C@@H]2[C@@H]3C[C@@H](C=C3)[C@@H]2C(N)=O)C(Cl)=[CH:4][N:3]=1.Cl[C:21]1[N:26]=[C:25]([NH:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[S:34](C(C)C)(=[O:36])=[O:35])[C:24]([Cl:40])=[CH:23][N:22]=1.COC1C(N)=CC2CCC(N3CCOCC3)CCC=2C=1.[CH3:61][O:62][C:63]1[CH:64]=[CH:65][C:66]2[CH2:72][CH2:71][CH:70]([N:73]3[CH2:78][CH2:77][O:76][CH2:75][CH2:74]3)[CH2:69][CH2:68][C:67]=2[C:79]=1[NH2:80]>>[Cl:40][C:24]1[C:25]([NH:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[S:34]([N:3]([CH3:4])[CH3:2])(=[O:35])=[O:36])=[N:26][C:21]([NH:80][C:79]2[C:67]3[CH2:68][CH2:69][CH:70]([N:73]4[CH2:74][CH2:75][O:76][CH2:77][CH2:78]4)[CH2:71][CH2:72][C:66]=3[CH:65]=[CH:64][C:63]=2[O:62][CH3:61])=[N:22][CH:23]=1

Participants

5

Reactant 4

HCID 57522618HCID 57522618, compoundHCID 575226243-Methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamineHCID 597643782,5-dichloro-N-(2-((1-methylethyl)sulfonyl)phenyl)-4-pyrimidinamineHCID 672640572-Methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-ylamine

Product 1

HCID 251590072-[5-Chloro-2-(2-methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-ylamino)-pyrimidin-4-ylamino]-N,N-dimethyl-benzenesulfonamide

Procedure

Prepared in an analogous fashion to Example 1047 replacing (1S,2S,3R,4R)-3-(2,5-Dichloro-pyrimidin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide with (2,5-Dichloro-pyrimidin-4-yl)-[2-(propane-2-sulfonyl)-phenyl]-amine and 3-Methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine was replaced with 2-Methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-ylamine to afford 2-[5-Chloro-2-(2-methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-ylamino)-pyrimidin-4-ylamino]-N,N-dimethyl-benzenesulfonamide. LC/MS (ESI): 587.18. 1H NMR (400 MHz, DMSO, d6) δ 9.48 (s, 2H), 8.67 (m, 1H), 8.20 (m, 1H), 7.70 (m, 1H), 7.15 (m, 2H), 6.89 (m, 1H), 3.72 (s, 3H), 3.65 (m, 4H), 3.12 (m, 5H), 2.88 (m, 2H), 2.72 (m, 2H), 2.67 (s, 6H), 2.32 (m, 2H), 1.44 (m, 2H).

Sources & evidence

ORD record
ord-598df167649f495cb79df54c9cee99a1
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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