HCID 58016826, compound → HCID 58016765, compound

HRID 1926965Notes

Reaction equation

HRID 1926965 reaction equation
C([O:5][C:6](=[O:37])[CH2:7][O:8][CH2:9][CH:10]([CH3:36])[CH2:11][O:12][C:13]1[C:14]2[C:21]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)=[C:20]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[O:19][C:15]=2[N:16]=[CH:17][N:18]=1)(C)(C)C>Cl.O1CCOCC1>[CH3:29][O:28][C:25]1[CH:24]=[CH:23][C:22]([C:21]2[C:14]3[C:13]([O:12][CH2:11][CH:10]([CH3:36])[CH2:9][O:8][CH2:7][C:6]([OH:37])=[O:5])=[N:18][CH:17]=[N:16][C:15]=3[O:19][C:20]=2[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)=[CH:27][CH:26]=1

Participants

4

Reactant 1

HCID 58016826HCID 58016826, compound

Product 1

HCID 58016765HCID 58016765, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

Dissolve 70 mg (0.14 mmol) rac.-(3-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]oxy}-2-methylpropoxy)acetic acid tert.-butyl ester in 2.0 ml 4 N hydrogen chloride in dioxan and stir for 16 h at RT. Purify directly by preparative RP-HPLC (gradient: water/acetonitrile). 48 mg (76% of theor.) of the desired product is obtained as racemate.

Workup

  1. customPurify directly by preparative RP-HPLC (gradient: water/acetonitrile)

Sources & evidence

ORD record
ord-f9d4d668f6e440cc8f8c296d81a65985
Source dataset
uspto-grants-2012_05
Patent number
US08183246B2

Reaction notes

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