Acetic Anhydride → HCID 67130140, compound

HRID 2195745Notes

Reaction equation

[CH:1]1([C@H:7]([NH:12][C:13]([C:15]2[O:16][C:17]([C:20]3[CH:29]=[CH:28][C:23]4[N:24]=[C:25]([NH2:27])[NH:26][C:22]=4[CH:21]=3)=[CH:18][CH:19]=2)=[O:14])[C:8](=[O:11])[NH:9][CH3:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:30](OC(=O)C)(=[O:32])[CH3:31]>N1C=CC=CC=1>[CH:1]1([C@H:7]([NH:12][C:13]([C:15]2[O:16][C:17]([C:20]3[CH:29]=[CH:28][C:23]4[N:24]=[C:25]([NH:27][C:30](=[O:32])[CH3:31])[NH:26][C:22]=4[CH:21]=3)=[CH:18][CH:19]=2)=[O:14])[C:8](=[O:11])[NH:9][CH3:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of 5-(2-amino-3H-benzimidazol-5-yl)-furan-2-carboxylic acid ((S)-cyclohexyl-methylcarbamoyl-methyl)-amide (10 mg, 0.025 mmol) in anhydrous pyridine (1 mL) is added acetic anhydride. The mixture is heated at 100° C. for 2 h. After cooling to room temperature the mixture is purified by reversed phase (HPLC). 4.6 mg, 42%, LC/MS ESI m/z (M+H)+=438.47.

Workup

temperatureAfter cooling to room temperature the mixture
customis purified by reversed phase (HPLC)

Sources & evidence

ORD record: ord-76d2f252800b4d6b889e4fe8dfe7834f
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338367B2

Reaction notes

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