HCID 86700358, compound → HCID 86700360, compound

HRID 879538Notes

Reaction equation

HRID 879538 reaction equation
[C:1]([O:5][C@@H:6]([C:12]1[C:42]([CH3:43])=[CH:41][C:15]2[N:16]=[C:17]([C:19]3[CH:20]=[CH:21][C:22]4[N:26]=[C:25]([CH3:27])[N:24]([C@@H:28]5[CH2:32][CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29]5)[C:23]=4[CH:40]=3)[S:18][C:14]=2[C:13]=1[C:44]1[CH:49]=[CH:48][C:47]([Cl:50])=[CH:46][CH:45]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH3:4])([CH3:3])[CH3:2]>Cl.CC(O)C>[C:1]([O:5][C@@H:6]([C:12]1[C:42]([CH3:43])=[CH:41][C:15]2[N:16]=[C:17]([C:19]3[CH:20]=[CH:21][C:22]4[N:26]=[C:25]([CH3:27])[N:24]([C@@H:28]5[CH2:32][CH2:31][NH:30][CH2:29]5)[C:23]=4[CH:40]=3)[S:18][C:14]=2[C:13]=1[C:44]1[CH:49]=[CH:48][C:47]([Cl:50])=[CH:46][CH:45]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 86700358HCID 86700358, compound

Product 1

HCID 86700360HCID 86700360, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3776IsopropanolSolvent

Procedure

A solution of (R)-tert-butyl 3-(6-(6-((S)-1-tert-butoxy-2-ethoxy-2-oxoethyl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-2-yl)-2-methyl-1H-benzo[d]imidazol-1-yl)pyrrolidine-1-carboxylate (77 mg, 0.11 mmol) in 1.25 M HCl in i-PrOH (12 mL) was stirred at room temperature for 16 hours. The solution was then concentrated in vacuo to provide the desired product. LCMS-ESI+: calc'd for C34H38ClN4O3S: 617.2 (M+H+); Found: 617.2 (M+H+).

Workup

  1. concentrationThe solution was then concentrated in vacuo

Sources & evidence

ORD record
ord-2e6c938426304b14bb74f0cd3e807efe
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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