HCID 67107213, compound → HCID 69936609, compound

HRID 1623790Notes

Reaction equation

[C:1]1([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][N:21](C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)=[CH:11][C:10]=2[C:36]([NH:38][C:39]2[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=2)=[O:37])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>FC(F)(F)C(O)=O.ClCCl>[NH2:21][CH2:20][CH2:19][O:18][CH2:17][CH2:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[C:10]([CH:11]=1)[C:36]([NH:38][C:39]1[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=1)=[O:37]

Participants

Conditions

Temperature: 25 °C

Procedure

Bis(1,1-dimethylethyl) (2-{[2-({4-[(phenylmethyl)oxy]-3-[(3-pyridinylamino)carbonyl]phenyl}oxy)ethyl]oxy}ethyl)imidodicarbonate (may be prepared as described in Description 77; 340 mg, 0.56 mmol) was treated with trifluoroacetic acid/dichloromethane (v/v 40%, 10 ml). The mixture was stirred at 25° C. for 1 h. The solvent was removed under reduced pressure. The residue was purified twice by reverse phase HPLC using a gradient of acetonitrile and 0.1% aqueous ammonia as the eluent. Evaporation of the product-containing fractions yielded the title compound as a white solid. 86 mg.

Workup

customThe solvent was removed under reduced pressure
customThe residue was purified twice by reverse phase HPLC
customEvaporation of the product-containing fractions

Sources & evidence

ORD record: ord-2521c26b916d4726b516e05b6b6d82e0
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778939B2

Reaction notes

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