HCID 86710756, compound → HCID 86710755, compound

HRID 1400704Notes

Reaction equation

HRID 1400704 reaction equation
[C:1]([O:5][C@@H:6]([C:11]1[C:42]([CH3:43])=[N:41][C:40]2=[CH:44][C:37]3=[N:38][N:39]2[C:12]=1[C:13]1[CH:47]=[C:46]2[C:16]([O:17][CH2:18][CH2:19][N:20]2[CH2:21][CH:22]=[CH:23][CH2:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:31]=2[C:32]2[CH:45]=[C:36]3[CH:35]=[CH:34][CH:33]=2)=[CH:15][C:14]=1[F:48])[C:7]([O:9][CH3:10])=[O:8])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C@@H:6]([C:11]1[C:42]([CH3:43])=[N:41][C:40]2=[CH:44][C:37]3=[N:38][N:39]2[C:12]=1[C:13]1[CH:47]=[C:46]2[C:16]([O:17][CH2:18][CH2:19][N:20]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:31]=2[C:32]2[CH:45]=[C:36]3[CH:35]=[CH:34][CH:33]=2)=[CH:15][C:14]=1[F:48])[C:7]([O:9][CH3:10])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 86710756HCID 86710756, compound

Product 1

HCID 86710755HCID 86710755, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of methyl (2S)-2-(tert-butoxy)-2-[32-fluoro-4-methyl-29-oxa-5,7,8,26-tetraazaheptacyclo[24.6.2.16,9.110,14.02,7.015,20.030,34]hexatriaconta-1 (32),2,4,6(36),8,10(35),11,13,15 (20),16,18,23,30,33-tetradecaen-3-yl]acetate (0.023 g, 0.036 mmol) in MeOH (5 mL) was treated with 10 wt % Pd/C (4 mg, 0.04 mmol), evacuated and hydrogen back-filled three times, then stirred under hydrogen atmosphere for 18 h. The crude mixture was filtered (0.45 μm syringe tip filter) and the filtrate solution was used immediately in the following step. LCMS (M+H)=649.5.

Workup

  1. customevacuated
  2. additionhydrogen back-filled three times
  3. filtrationThe crude mixture was filtered
  4. filtration(0.45 μm syringe tip filter)

Sources & evidence

ORD record
ord-d05695b842704143b9aa8f6bdd000ad5
Source dataset
uspto-grants-2014_12
Patent number
US08906929B2

Reaction notes

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