HCID 15382527, compound → HCID 68776197, compound

HRID 2061374Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][N:5]([CH:8]2[O:18][CH:17]3[CH:10]([O:11][Si:12]([CH:28]([CH3:30])[CH3:29])([CH:25]([CH3:27])[CH3:26])[O:13][Si:14]([CH:22]([CH3:24])[CH3:23])([CH:19]([CH3:21])[CH3:20])[O:15][CH2:16]3)[C:9]2([F:32])[F:31])[C:4](=[O:33])[N:3]=1.[C:34](=O)([O:46]C1C=CC([N+]([O-])=O)=CC=1)[O:35][CH2:36][C:37]1[O:38][C:39]2[CH:45]=[CH:44][CH:43]=[CH:42][C:40]=2[CH:41]=1>C1COCC1>[F:32][C:9]1([F:31])[CH:10]2[O:11][Si:12]([CH:25]([CH3:27])[CH3:26])([CH:28]([CH3:30])[CH3:29])[O:13][Si:14]([CH:19]([CH3:20])[CH3:21])([CH:22]([CH3:23])[CH3:24])[O:15][CH2:16][CH:17]2[O:18][CH:8]1[N:5]1[CH:6]=[CH:7][C:2]([NH:1][C:34](=[O:46])[O:35][CH2:36][C:37]2[O:38][C:39]3[CH:45]=[CH:44][CH:43]=[CH:42][C:40]=3[CH:41]=2)=[N:3][C:4]1=[O:33]

Participants

Conditions

Temperature: 100 °C

Procedure

To a stirred solution of 62 (300 mg, 0.59 mmol) in THF (5 mL) was added benzofuran-2-ylmethyl 4-nitrophenyl carbonate (223 mg, 0.71 mmol). The resulting solution was stirred at 100° C. for 4 days. Solvent was evaporated off in vacuo and the product was purified by preparative HPLC to give 63 (350 mg, 87%) as an oil. m/z=680.0 (M+H), 1359.49 (2M+H).

Workup

customSolvent was evaporated off in vacuo
customthe product was purified by preparative HPLC

Sources & evidence

ORD record: ord-35bfe54be8ca4faa91d8c980b30d52b0
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08283340B2

Reaction notes

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