HCID 68693110, compound → HCID 68694379, compound

HRID 2243584Notes

Reaction equation

HRID 2243584 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:41][C:18]3=[N:19][CH:20]=[C:21]([C:39]#[N:40])[C:22]([NH:23][CH2:24][CH2:25][N:26]4[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]4)=[C:17]3[C:16]=2[C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>CCOC(C)=O.[Pd]>[C:39]([C:21]1[C:22]([NH:23][CH2:24][CH2:25][N:26]2[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]2)=[C:17]2[C:16]([C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)=[C:15]([C:12]3[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=3)[O:41][C:18]2=[N:19][CH:20]=1)#[N:40]

Participants

5

Reactant 2

HCID 68693110HCID 68693110, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68694379HCID 68694379, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 8c (200 mg, 0.303 mmol, 1.0 equiv) and 10% Pd on carbon (30 mg) in EtOAc at 25° C. was exposed to a hydrogen atmosphere (balloon). Upon consumption of the starting material as indicated by TCL, the mixture was filtered and solvent removed in vacuo. The resulting phenol 8b was advanced without further purification. MS (MH+) 540; Calculated 539.3 for C31H33N5O4.

Workup

  1. customUpon consumption of the starting material
  2. filtrationthe mixture was filtered
  3. customsolvent removed in vacuo
  4. customThe resulting phenol 8b was advanced without further purification

Sources & evidence

ORD record
ord-46d91718cb0f41a78349493fcd69a9cb
Source dataset
uspto-grants-2010_03
Patent number
US07674907B2

Reaction notes

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