HCID 22180374, compound → HCID 22180281, compound

HRID 1836834Notes

Reaction equation

HRID 1836834 reaction equation
[CH2:1]([N:4]([CH:44]1[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]1)[C:5](=[O:43])[C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][CH2:21][C:22]3([C:35](=[O:42])[NH:36][CH2:37][C:38]([F:41])([F:40])[F:39])[C:34]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[C:28]4[C:23]3=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:14][CH2:13]2)=[N:8][CH:7]=1)[CH:2]=[CH2:3]>CO.C(Cl)Cl.[Pd]>[CH:44]1([N:4]([CH2:1][CH2:2][CH3:3])[C:5](=[O:43])[C:6]2[CH:11]=[CH:10][C:9]([N:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][CH2:21][C:22]4([C:35](=[O:42])[NH:36][CH2:37][C:38]([F:41])([F:39])[F:40])[C:23]5[CH:24]=[CH:25][CH:26]=[CH:27][C:28]=5[C:29]5[C:34]4=[CH:33][CH:32]=[CH:31][CH:30]=5)[CH2:14][CH2:13]3)=[N:8][CH:7]=2)[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]1

Participants

5

Reactant 1

HCID 22180374HCID 22180374, compound

Product 1

HCID 22180281HCID 22180281, compoundYield 84.6%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

The compound (50 mg, 0.07 mmol) prepared in Example 113 was dissolved in 1 ml of methanol and 0.5 ml of methylene chloride. 10% Pd—C (5 mg) was added to the solution. The mixture was subjected to catalytic reduction under the atmospheric pressure at room temperature for 4 hr. The reaction solution was filtered, and the solution was concentrated under the reduced pressure to give the title compound (40 mg, yield 80%) as a white foam.

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationthe solution was concentrated under the reduced pressure

Sources & evidence

ORD record
ord-9e03cc1ab51c48db82d3e837b889c9a2
Source dataset
uspto-grants-2004_08
Patent number
US06777414B1

Reaction notes

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