Trifluoroacetic acid → HCID 49804807, compound

HRID 1020421Notes

Reaction equation

HRID 1020421 reaction equation
[CH3:1][O:2][C:3]1[C:4]([C:44]2[CH:45]=[N:46][CH:47]=[CH:48][CH:49]=2)=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[C:8](=[O:14])[N:7]([CH2:15][C:16]1[CH:43]=[CH:42][C:19]([C:20]([NH:22][C:23]3[CH:28]=[C:27]([C:29]4[S:30][CH:31]=[CH:32][CH:33]=4)[CH:26]=[CH:25][C:24]=3[NH:34]C(=O)OC(C)(C)C)=[O:21])=[CH:18][CH:17]=1)[CH2:6]2.C(ONC(=O)CCCCCNC(OC(C)(C)C)=O)C1C=CC=CC=1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:34][C:24]1[CH:25]=[CH:26][C:27]([C:29]2[S:30][CH:31]=[CH:32][CH:33]=2)=[CH:28][C:23]=1[NH:22][C:20](=[O:21])[C:19]1[CH:18]=[CH:17][C:16]([CH2:15][N:7]2[CH2:6][C:5]3[C:9](=[CH:10][C:11]([O:12][CH3:13])=[C:3]([O:2][CH3:1])[C:4]=3[C:44]3[CH:45]=[N:46][CH:47]=[CH:48][CH:49]=3)[C:8]2=[O:14])=[CH:43][CH:42]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 10640621HCID 10640621, compoundHCID 66689540HCID 66689540, compound

Product 1

HCID 49804807HCID 49804807, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure of the Step 1 in Example 39 was repeated except that tert-butyl 2-(4-((5,6-dimethoxy-1-oxo-4-(pyridin-3-yl)isoindolin-2-yl)methyl)benzamido)-4-(thiophen-2-yl)phenylcarbamate in the Step 2 of Example 48 instead of N-(benzyloxy)-6-(BOC-amino)hexanamide and a mixture of CH2Cl2 and trifluoroacetic acid (mixture ratio=1:1 (v/v)) were used, and the reaction was performed for 3 hrs, to obtain the title compound (99%).

Sources & evidence

ORD record
ord-5cec49d0cf2049618c67a4e5af85ed27
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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