Trifluoroacetate → HCID 69511683, compound

HRID 1295436Notes

Reaction equation

HRID 1295436 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[CH2:8][N:7]([CH3:13])[CH2:6][CH:5]2[C:14]1[CH:19]=[CH:18][C:17](NC(=O)C)=[CH:16][CH:15]=1.[NH2:24][C@H:25]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28].[B-](F)(F)(F)F.C[CH2:47][O:48]C(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.FC(F)(F)C([O-])=O>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[CH2:8][N:7]([CH3:13])[CH2:6][CH:5]2[C:14]1[CH:19]=[C:18]([CH:17]=[CH:16][CH:15]=1)[C:47]([NH:24][C@@H:25]([CH2:26][C:27]([O:29][C:30]([CH3:32])([CH3:33])[CH3:31])=[O:28])[C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])=[O:48]

Participants

5

Reactant 4

HCID 84468TrifluoroacetateHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 7269469D-aspartic acid di-t-butyl esterHCID 9902940N-(4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl)acetamide2×

Product 1

HCID 69511683HCID 69511683, compound

Procedure

300 mg (0.9 mmol) of 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzoic acid (Example 14, intermediate 5) were reacted in a similar manner to the method described in Example 14 with 304 mg (1.0 mmol) of di-tert-butyl aspartate in a TOTU-mediated coupling reaction to obtain 170 mg of the title compound as the trifluoroacetate after purification on a preparative HPLC.

Sources & evidence

ORD record
ord-f880502db3a94d78accc02d72af65919
Source dataset
uspto-grants-2007_07
Patent number
US07241775B2

Reaction notes

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