HCID 58717298, compound → HCID 136337787, compound

HRID 876584Notes

Reaction equation

HRID 876584 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([N:9]2[CH2:14][CH2:13][O:12][C@H:11]([C@@H:15]([OH:19])[C:16]([OH:18])=O)[C:10]2=[O:20])[CH:3]=1.[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.NC1C=C2C(=CC=1)C(N(C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)=NC=C2>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([N:9]2[CH2:14][CH2:13][O:12][C@H:11]([C@@H:15]([OH:19])[C:16]([NH:21][C:22]3[CH:23]=[CH:24][C:25]([C:28]4[NH:32][C:31](=[O:33])[O:30][N:29]=4)=[CH:26][CH:27]=3)=[O:18])[C:10]2=[O:20])[CH:3]=1

Participants

5

Reactant 3

HCID 58717298HCID 58717298, compoundHCID 67222078(2R)-2-[(2R)-4-(4-fluoro-o-tolyl)-3-oxomorpholin-2-yl]-2-hydroxyacetic acidHCID 178507458HCID 178507458, compound

Product 1

HCID 136337787HCID 136337787, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to the Step 1-3 in synthetic method for EXAMPLE 1, a cyclic carbonate analogue (0.11 g) derived from compound 63-6 and 3-(4-aminophenyl)-1,2,4-oxadiazol-5(2H)-one with DMF were used instead of 1-2 and 6-amino-1-bis(tert-butoxycarbonyl)aminoisoquinoline to obtain compound 64-1 (43.2 mg) as a pale pink amorphous solid.

Sources & evidence

ORD record
ord-4029ae0cfd5241c2868ddb8d9470ee52
Source dataset
uspto-grants-2015_03
Patent number
US08987242B2

Reaction notes

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