Methanol → HCID 178441695, compound

HRID 889524Notes

Reaction equation

[CH2:1]([C:5]1[N:6]([CH2:35][C:36]2[CH:41]=[CH:40][C:39]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[C:48]3[N:52](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:51]=[N:50][N:49]=3)=[CH:38][CH:37]=2)[C:7]([C:11]([O:13][CH:14]([O:16][C:17]([O:19][CH2:20][CH2:21][CH:22]([CH3:34])[C@@H:23]([O:30][N+:31]([O-:33])=[O:32])[C@H:24]([O:26][N+:27]([O-:29])=[O:28])[CH3:25])=[O:18])[CH3:15])=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4].CO>C(Cl)Cl>[CH2:1]([C:5]1[N:6]([CH2:35][C:36]2[CH:41]=[CH:40][C:39]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[C:48]3[NH:52][N:51]=[N:50][N:49]=3)=[CH:38][CH:37]=2)[C:7]([C:11]([O:13][CH:14]([O:16][C:17]([O:19][CH2:20][CH2:21][CH:22]([CH3:34])[C@@H:23]([O:30][N+:31]([O-:33])=[O:32])[C@H:24]([O:26][N+:27]([O-:29])=[O:28])[CH3:25])=[O:18])[CH3:15])=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

Conditions

Temperature: 70 °C

Procedure

1-[({[(4R,5R)-3-methyl-4,5-bis(nitrooxy)hexyl]oxy}carbonyl)oxy]ethyl 2-butyl-4-chloro-1-{[2′-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylate (1.08 g, 1.09 mmol) was dissolved in CH2Cl2 (3 mL) and MeOH was added (17 mL). The solution was heated in a microwave apparatus (70° C., 40 minutes). The solution was then concentrated and the residue was purified by flash chromatography (Biotage SP1, SNAP 100 g column, CH2Cl2/MeOH 98:2) affording the title compound.

Workup

concentrationThe solution was then concentrated
customthe residue was purified by flash chromatography (Biotage SP1, SNAP 100 g column, CH2Cl2/MeOH 98:2)

Sources & evidence

ORD record: ord-e31c3c819e584933835ea173313f7a0f
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08252825B2

Reaction notes

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