HCID 86700354, compound → HCID 86700356, compound

HRID 879535Notes

Reaction equation

HRID 879535 reaction equation
[C:1]([O:5][C@@H:6]([C:12]1[C:41]([CH3:42])=[CH:40][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]([CH:28]5[CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29]5)[C:23]=4[CH:39]=3)[S:18][C:14]=2[C:13]=1[C:43]1[CH:48]=[CH:47][C:46]([Cl:49])=[CH:45][CH:44]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH3:4])([CH3:3])[CH3:2]>Cl.CC(O)C>[NH:30]1[CH2:31][CH:28]([N:24]2[C:23]3[CH:39]=[C:19]([C:17]4[S:18][C:14]5[C:13]([C:43]6[CH:44]=[CH:45][C:46]([Cl:49])=[CH:47][CH:48]=6)=[C:12]([C@H:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:41]([CH3:42])=[CH:40][C:15]=5[N:16]=4)[CH:20]=[CH:21][C:22]=3[N:26]=[C:25]2[CH3:27])[CH2:29]1

Participants

4

Reactant 1

HCID 86700354HCID 86700354, compound

Product 1

HCID 86700356HCID 86700356, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3776IsopropanolSolvent

Procedure

A solution of (S)-tert-butyl 3-(6-(6-(1-tert-butoxy-2-ethoxy-2-oxoethyl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-2-yl)-2-methyl-1H-benzo[d]imidazol-1-yl)azetidine-1-carboxylate (76 mg, 0.11 mmol) in 1.25 M HCl in i-PrOH (20 mL) was stirred at room temperature for 16 hours then at 45° C. for 3 hours. The solution was cooled to room temperature and concentrated in vacuo to provide the desired product. LCMS-ESI+: calc'd for C33H36ClN4O3S: 603.2 (M+H+); Found: 603.4 (M+H+).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-61a8fe2e98d445739585764f27e61046
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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