HCID 54767509, compound → HCID 67997402, compound

HRID 1503292Notes

Reaction equation

HRID 1503292 reaction equation
[OH:1][C@H:2]([CH2:30][OH:31])[CH2:3][C:4]1[C:12]2[C:11]([C:13]([NH2:15])=[O:14])=[CH:10][CH:9]=[CH:8][C:7]=2[N:6]([C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)=[CH:18][CH:17]=2)[CH:5]=1.O[C@H](CO)CC1C2C(C#N)=CC=CC=2N(C2C=CC(OC3C=CC(F)=CC=3)=CC=2)C=1>CCO.O>[OH:1][C@H:2]([CH2:30][OH:31])[CH2:3][C:4]1[C:8]2[C:7](=[CH:12][C:11]([C:13]([NH2:15])=[O:14])=[CH:10][CH:9]=2)[N:6]([C:16]2[CH:17]=[CH:18][C:19]([O:22][C:23]3[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=3)=[CH:20][CH:21]=2)[CH:5]=1

Participants

4

Reactant 2

HCID 54767509HCID 54767509, compoundHCID 54767675HCID 54767675, compound

Product 1

HCID 67997402HCID 67997402, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Conditions

Temperature
84 °C

Procedure

General procedure for the preparation of compounds 122 and 123: To a mixture of compound 120 (100 mg, or 105) in EtOH/water (6 mL/2 mL) at room temperature was added the catalyst 121 (10 mg). The resulting mixture was shaken at 84° C. for 16 hours. The solvent was evaporated and the residue was purified by column (TCM/MeOH 10/0.5) to get the desired product as a white solid (˜80%).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by column (TCM/MeOH 10/0.5)

Sources & evidence

ORD record
ord-f805f225c7d049708dea5cff52944360
Source dataset
uspto-grants-2015_12
Patent number
US09212139B2

Reaction notes

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