Hydrochloric Acid → HCID 12132981, compound

HRID 916617Notes

Reaction equation

HRID 916617 reaction equation
[OH:1][CH2:2][C@H:3]([NH:8][C:9]([C:11]1[C:19]2[NH:18][C:17]3[CH2:20][CH2:21][CH2:22][C:16]=3[C:15]=2[CH:14]=[CH:13][CH:12]=1)=[O:10])[C:4]([O:6][CH3:7])=[O:5].Cl>CO.[Pd]>[CH2:22]1[CH:16]2[CH:17]([NH:18][C:19]3[C:11]([C:9]([NH:8][C@@H:3]([CH2:2][OH:1])[C:4]([O:6][CH3:7])=[O:5])=[O:10])=[CH:12][CH:13]=[CH:14][C:15]=32)[CH2:20][CH2:21]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12132980HCID 12132980, compound

Product 1

HCID 12132981HCID 12132981, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Following the procedure of method 7C, methyl (2S)-3-hydroxy-2-[(1,2,3,4-tetrahydrocyclopenta[b]indol-5-ylcarbonyl)amino]propanoate (8.9 mmol, 2.7 g) was hydrogenated using 5% Pd/C (2 g) and concentrated HCl (10 mL) in methanol (25 mL) to yield the crude product (8.9 mmol, 2.7 g, quantitative).

Sources & evidence

ORD record
ord-6188e2ca2b0a4d7cb3f02c3de71f99d3
Source dataset
uspto-grants-2007_09
Patent number
US07271163B2

Reaction notes

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