3-Iodobenzoic acid → HCID 136337792, compound

HRID 876619Notes

Reaction equation

HRID 876619 reaction equation
[OH:1][CH:2]([CH:6]1[O:11][CH2:10][CH2:9][N:8]([C:12](=[O:20])[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[CH2:7]1)[C:3]([OH:5])=O.[NH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[NH:29][O:30][C:31](=[O:33])[N:32]=2)=[CH:24][CH:23]=1.IC1C=C(C=CC=1)C(O)=O.FC1(F)CCNCC1>>[OH:1][CH:2]([CH:6]1[O:11][CH2:10][CH2:9][N:8]([C:12](=[O:20])[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[CH2:7]1)[C:3]([NH:21][C:22]1[CH:23]=[CH:24][C:25]([C:28]2[NH:32][C:31](=[O:33])[O:30][N:29]=2)=[CH:26][CH:27]=1)=[O:5]

Participants

5

Reactant 4

HCID 120603-Iodobenzoic acidHCID 27583524,4-DifluoropiperidineHCID 672230882-Hydroxy-2-[4-(4-methylbenzoyl)morpholin-2-yl]acetic acidHCID 178507458HCID 178507458, compound

Product 1

HCID 136337792HCID 136337792, compoundYield 64.6%

Procedure

According to the Step 77-1 in synthetic method for EXAMPLE 77, compound 115-5 (74 mg) and 3-(4-aminophenyl)-1,2,4-oxadiazol-5(2H)-one (70.4 mg) were used instead of 3-iodobenzoic acid and 4,4-difluoropiperidine to obtain compound 115-6 (75.1 mg) as a pale yellow amorphous solid.

Sources & evidence

ORD record
ord-50cfe7e83b6a4680896e18454b94da7f
Source dataset
uspto-grants-2015_03
Patent number
US08987242B2

Reaction notes

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