2-(4-Bromo-phenyl)-5-methyl-4-(2-pyrrolidin-1-yl-ethyl)-oxazole → 5-Methyl-4-(2-pyrrolidin-1-yl-ethyl)-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-oxazole

HRID 1445747Notes

Reaction equation

HRID 1445747 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([B:13]3[O:17][C:16]([CH3:19])([CH3:18])[C:15]([CH3:21])([CH3:20])[O:14]3)=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:22][CH2:23]O.BrC1C=CC(C2OC(C)=C(CC[N:39]3[CH2:43][CH2:42][CH2:41][CH2:40]3)N=2)=CC=1>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][C:10]([B:13]3[O:17][C:16]([CH3:18])([CH3:19])[C:15]([CH3:20])([CH3:21])[O:14]3)=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:22][CH2:23][N:39]1[CH2:43][CH2:42][CH2:41][CH2:40]1

Participants

3

Reactant 2

HCID 116815462-(4-Bromo-phenyl)-5-methyl-4-(2-pyrrolidin-1-yl-ethyl)-oxazoleHCID 589514312-{5-Methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-oxazol-4-yl}-ethanol2×

Product 1

HCID 589514095-Methyl-4-(2-pyrrolidin-1-yl-ethyl)-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-oxazole

Procedure

The titled compound is prepared substantially in accordance with the procedure of 2-{5-Methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-oxazol-4-yl}-ethanol (see Intermediate 3) using 2-(4-Bromo-phenyl)-5-methyl-4-(2-pyrrolidin-1-yl-ethyl)-oxazole (See Example 8). MS (m/e) 383.3 (M+1)

Sources & evidence

ORD record
ord-638449c516a947a0a63ca0d4b9b9d872
Source dataset
uspto-grants-2010_02
Patent number
US07666871B2

Reaction notes

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