HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chlorobenzimidazole → 4-[4'-(1H-Benzimidazol-2-ylamino)-1,1-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chlorobenzimidazole | HCID 78572 | — |
| Reactant | 4-[4'-(1,3-Benzothiazol-2-ylamino)-1,1'-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid | HCID 11475930 | — |
| Reactant | Methyl 4-(4'-amino-1,1'-biphenyl-4-yl)-2,2-dimethyl-4-oxobutanoate | HCID 21985743 | — |
| Product | 4-[4'-(1H-Benzimidazol-2-ylamino)-1,1-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid | HCID 9801841 | 48% |
Reaction Steps
This compound was prepared from methyl 4-(4′-amino-1,1′-biphenyl-4-yl)-2,2-dimethyl-4-oxobutanoate (64 mg, 0.21 mmol) and 2-chloro-1H-benzimidazole (37.6 mg, 0.25 mmol) in a similar manner to the method described for 4-[4′-(1,3-benzothiazol-2-ylamino)-1,1′-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid, providing 40.7 mg (48%) of the desired product. 1H NMR (400 MHz, DMSO-d6) δ 12.00 (br s, 1H), 11.05 (br s, 1H), 8.05 (d, 2H), 7.85 (m, 4H), 7.65 (d, 2H), 7.40 (m, 2H), 7.10 (m, 2H), 3.35 (s, 2H), 1.25 (s, 6H). LC-MS m/z 414.3 (MH+), ret. time 2.27 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08013166B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-cc345f8f14c6447d98ac1dcb9d92b8e8 |
| Source note | uspto-grants-2011_09 |