3,6-Dichloropyridazine → 3-Ethanesulfonyl-6-(4-{5-methyl-4-[2-(2-methyl-pyrrolidin-1-yl)-ethyl]-oxazol-2-yl}-phenyl)-pyridazine

HRID 1445830Notes

Reaction equation

HRID 1445830 reaction equation
[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9](I)=[CH:8][N:7]=1)(=[O:5])=[O:4])[CH3:2].BrC1[CH:19]=[CH:18][C:17]([C:20]2[O:21][C:22]([CH3:32])=[C:23]([CH2:25][CH2:26]OS(C)(=O)=O)[N:24]=2)=[CH:16][CH:15]=1.CC1O[C:37]([C:39]2C=C[C:42](B3OC(C)(C)C(C)(C)O3)=[CH:41][CH:40]=2)=[N:36]C=1CCO.ClC1[N:59]=NC(Cl)=CC=1>>[CH2:1]([S:3]([C:6]1[N:7]=[N:59][C:9]([C:8]2[CH:15]=[CH:16][C:17]([C:20]3[O:21][C:22]([CH3:32])=[C:23]([CH2:25][CH2:26][N:36]4[CH2:37][CH2:39][CH2:40][CH:41]4[CH3:42])[N:24]=3)=[CH:18][CH:19]=2)=[CH:10][CH:11]=1)(=[O:5])=[O:4])[CH3:2]

Participants

5

Reactant 4

HCID 673313,6-DichloropyridazineHCID 11451238Methanesulfonic acid 2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl esterHCID 589514312-{5-Methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-oxazol-4-yl}-ethanol2×HCID 589514652-Ethanesulfonyl-5-iodo-pyridine

Product 1

HCID 117191373-Ethanesulfonyl-6-(4-{5-methyl-4-[2-(2-methyl-pyrrolidin-1-yl)-ethyl]-oxazol-2-yl}-phenyl)-pyridazine

Procedure

The titled compound is prepared in substantial accordance with the procedures found in Example 4, Intermediate 22, Intermediate 13, and Example 75 using 2-{5-Methyl-2-[4-(4,4,5,5-tetramethyl-[ 1,3 ,2]dioxaborolan-2-yl)phenyl]-oxazol-4-yl }-ethanol (see Intermediate 3) and 3,6-Dichloro-pyridazine. MS (m/e): 441.3 (M+1)

Sources & evidence

ORD record
ord-56d5a0736ddf4a8c860763db343a0412
Source dataset
uspto-grants-2010_02
Patent number
US07666871B2

Reaction notes

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