Tetrahydrofuran → HCID 57937544, compound

HRID 1435137Notes

Reaction equation

C1COCC1.[C:6]([NH:9][NH:10][C:11]([C:13]1[CH:40]=[CH:39][C:16]2[N:17]([C:20]3[S:24][C:23]([C:25]([O:27][CH3:28])=[O:26])=[C:22]([O:29][C@@H:30]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[Cl:38])[CH3:31])[CH:21]=3)[CH:18]=[N:19][C:15]=2[CH:14]=1)=O)(=[O:8])[CH3:7]>[OH-].C([NH+](CC)CC)C>[Cl:38][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=1[C@H:30]([O:29][C:22]1[CH:21]=[C:20]([N:17]2[C:16]3[CH:39]=[CH:40][C:13]([C:11]4[O:8][C:6]([CH3:7])=[N:9][N:10]=4)=[CH:14][C:15]=3[N:19]=[CH:18]2)[S:24][C:23]=1[C:25]([O:27][CH3:28])=[O:26])[CH3:31]

Participants

Conditions

Temperature: 150 °C

Procedure

A 5.0 ml microwave vial was charged with 1.00 ml of THF, 286 mg (1.20 mmol) of methoxycarbonylsulfamoyl)triethylammonium hydroxide inner salt, and 154 mg (0.301 mmol) of methyl 5-{5-[(2-acetylhydrazino)carbonyl]-1H-benzimidazol-1-yl}-3-{[(1R)-1-(2-chlorophenyl)ethyl]oxy}-2-thiophene carboxylate. The reaction was heated in the microwave at 150° C. for 10 min. The crude was adsorbed onto silica gel and chromatographed to give 139 mg of a tan solid as the title compound, MS (APCI): 495 [M+H]+.

Workup

customchromatographed

Sources & evidence

ORD record: ord-01a1769a9769417ba4df24aa1a0dd1e8
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07615643B2

Reaction notes

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