HCID 22867413, compound → HCID 22867405, compound

HRID 1902168Notes

Reaction equation

HRID 1902168 reaction equation
C1(C[O:8][C:9]([CH2:11][N:12]([CH:17]2[C:50]3[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=3)[C:19]3([CH2:24][CH2:23][N:22]([C:25]([C@H:27]([NH:38][C:39](=[O:44])[C:40]([NH2:43])([CH3:42])[CH3:41])[CH2:28][C:29]4[C:37]5[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=5)[NH:31][CH:30]=4)=[O:26])[CH2:21][CH2:20]3)[CH2:18]2)[S:13]([CH3:16])(=[O:15])=[O:14])=[O:10])C=CC=CC=1.[H][H]>CO.[Pd]>[C:9]([CH2:11][N:12]([CH:17]1[C:50]2[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=2)[C:19]2([CH2:24][CH2:23][N:22]([C:25]([C@H:27]([NH:38][C:39](=[O:44])[C:40]([NH2:43])([CH3:42])[CH3:41])[CH2:28][C:29]3[C:37]4[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=4)[NH:31][CH:30]=3)=[O:26])[CH2:21][CH2:20]2)[CH2:18]1)[S:13]([CH3:16])(=[O:14])=[O:15])([OH:10])=[O:8]

Participants

5

Reactant 2

HCID 22867413HCID 22867413, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22867405HCID 22867405, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of ca. 25 mg of N-[1(R)-[[3-[N-[[[phenylmethoxy]carbonyl]methyl]-N-(methylsulfonyl)amino]-2,3-dihydrospiro[1H-indene-1,4'-piperidin]-1'-yl]carbonyl]-2-(indole-3-yl)ethyl]-2-amino-2-methylpropanamide from Example 149, Step D, in 0.5 mL of methanol containing 25 mg of 10% Pd/C, is shaken under a 50 psi atmosphere of hydrogen over night. After filtration and taking the filtrate to dryness under reduced pressure, the title compound is obtained.

Workup

  1. filtrationAfter filtration

Sources & evidence

ORD record
ord-59f87578aae845dc99259fd1c6780e35
Source dataset
uspto-grants-1996_11
Patent number
US05578593

Reaction notes

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