2-(6-bromo-1H-benzimidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester → 6-Bromo-2-pyrrolidin-2-yl-1H-benzoimidazole

HRID 71917Notes

Reaction equation

HRID 71917 reaction equation
COC(=O)NC(C(N1CCCC1C1NC(C2C=CC(Br)=CC=2)=CN=1)=O)C(C)C.C(OC([N:36]1[CH2:40][CH2:39][CH2:38][CH:37]1[C:41]1[NH:45][C:44]2[CH:46]=[C:47]([Br:50])[CH:48]=[CH:49][C:43]=2[N:42]=1)=O)(C)(C)C>>[Br:50][C:47]1[CH:48]=[CH:49][C:43]2[N:42]=[C:41]([CH:37]3[CH2:38][CH2:39][CH2:40][NH:36]3)[NH:45][C:44]=2[CH:46]=1

Participants

3

Reactant 2

HCID 581852752-(6-bromo-1H-benzimidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66620141Methyl (1-(2-(4-(4-bromophenyl)-1H-imidazol-2-YL)pyrrolidin-1-YL)-3-methyl-1-oxobutan-2-YL)carbamate

Product 1

HCID 607848906-Bromo-2-pyrrolidin-2-yl-1H-benzoimidazoleYield 66%

Procedure

Prepared by the same method as (1-{2-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester, except that 2-(6-Bromo-1H-benzoimidazol-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester was used as the substrate. 120 mg light yellow solid (66% yield).

Sources & evidence

ORD record
ord-d13f746790664e15834a066d35809a9a
Source dataset
uspto-grants-2014_09
Patent number
US08822430B2

Reaction notes

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