Dichloromethane → HCID 86618634, compound

HRID 506794Notes

Reaction equation

HRID 506794 reaction equation
ClC1C(F)=CN=C2N(S(C3C=CC(C)=CC=3)(=O)=O)C(C3C4=NC(OC)=C(OC)C=C4N(CCC[N:28]4[CH2:34][CH2:33][CH2:32][N:31]([CH3:35])[CH2:30][CH2:29]4)C=3)=CC=12.Cl[C:47]1[C:52]([F:53])=CN=[C:49]2[N:54]([S:74]([C:77]3[CH:82]=[CH:81][C:80]([CH3:83])=[CH:79][CH:78]=3)(=[O:76])=[O:75])[C:55]([C:57]3[C:61]4=[N:62][C:63]([O:68][CH3:69])=[C:64]([O:66][CH3:67])[CH:65]=[C:60]4[N:59]([CH2:70][CH2:71][CH2:72]I)[CH:58]=3)=[CH:56][C:48]=12.C[N:85]1[CH2:91]CCNCC1.[Cl:92]CCl>>[Cl:92][N:85]1[C:52]([F:53])=[CH:47][CH:48]=[C:49]2[N:54]([S:74]([C:77]3[CH:82]=[CH:81][C:80]([CH3:83])=[CH:79][CH:78]=3)(=[O:76])=[O:75])[CH:55]([C:57]3[C:61]4=[N:62][C:63]([O:68][CH3:69])=[C:64]([O:66][CH3:67])[CH:65]=[C:60]4[N:59]([CH2:70][CH2:71][CH2:72][N:28]4[CH2:34][CH2:33][CH2:32][N:31]([CH3:35])[CH2:30][CH2:29]4)[CH:58]=3)[CH:56]=[C:91]12

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 2283491-MethylhomopiperazineHCID 68466915HCID 68466915, compoundHCID 68468049HCID 68468049, compound

Product 1

HCID 86618634HCID 86618634, compound

Procedure

3-[4-Chloro-5-fluoro-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-5,6-dimethoxy-1-[3-(4-methylperhydro-1,4-diazepin-1-yl)propyl]-1h-pyrrolo[3,2-b]pyridine can be prepared as in example 11, stage 11(c), but starting with 0.300 g of 3-[4-chloro-5-fluoro-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-1-(3-iodopropyl)-5,6-dimethoxy-1H-pyrrolo[3,2-b]pyridine and 0.512 g of 1-methylperhydro-1,4-diazepine in 40 cm3 of dichloromethane. After flash chromatography on a column of silica [eluent: chloroform/methanol/28% aqueous ammonia (24/3/0.5 by volume)], 0.145 g of 3-[4-chloro-5-fluoro-1-(toluene-4-sulfonyl)-1H-pyrrolo[3,2-b]pyridin-2-yl]-5,6-dimethoxy-1-[3-(4-methylperhydro-1,4-diazepin-1-yl)propyl]-1H-pyrrolo[3,2-b]pyridine is thus obtained as a resin with the following characteristics:

Sources & evidence

ORD record
ord-9bfce54fcfca4d36b7395c1f19c9cf83
Source dataset
uspto-grants-2010_08
Patent number
US07786114B2

Reaction notes

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