2-Ethoxy-2-oxoethyl 2-butyl-4-chloro-1-{[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylate → HCID 178441701, compound

HRID 222533Notes

Reaction equation

[CH2:1]([C:5]1[N:6]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]3[N:37](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:36]=[N:35][N:34]=3)=[CH:23][CH:22]=2)[C:7]([C:11]([O:13][CH2:14][C:15]([O:17]CC)=[O:16])=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4]>Cl>[CH2:1]([C:5]1[N:6]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]3[NH:37][N:36]=[N:35][N:34]=3)=[CH:23][CH:22]=2)[C:7]([C:11]([O:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

Conditions

Temperature: 100 °C

Procedure

2-Ethoxy-2-oxoethyl 2-butyl-4-chloro-1-{[2′-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylate (1130 mg, 1.48 mmol) was dissolved in concentrated hydrochloric acid (24 mL). The solution was stirred at 100° C. for 30 minutes. The solution was washed with diethyl ether (2×) and the aqueous layer was concentrated in vacuo. The residue was used crude in the following step. LC-MS: m/z 495.0 (M+H).

Workup

washThe solution was washed with diethyl ether (2×)
concentrationthe aqueous layer was concentrated in vacuo

Sources & evidence

ORD record: ord-018cd20f0477416fa71c6811ece574cb
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08207208B2

Reaction notes

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