HCID 86642093, compound → HCID 69044271, compound

HRID 1943145Notes

Reaction equation

HRID 1943145 reaction equation
[O:1]1[C:10]2[CH:9]=[C:8]([CH2:11][N:12]([CH:20]3[CH2:25][CH2:24][N:23]([CH:26]([CH2:41][O:42]CC4C=CC=CC=4)[CH2:27][N:28]4[C:37]5[C:32](=[CH:33][CH:34]=[C:35]([O:38][CH3:39])[N:36]=5)[CH2:31][CH2:30][C:29]4=[O:40])[CH2:22][CH2:21]3)[C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1.[H][H]>C(O)C>[O:1]1[C:10]2[CH:9]=[C:8]([CH2:11][N:12]([CH:20]3[CH2:25][CH2:24][N:23]([CH:26]([CH2:27][N:28]4[C:37]5[C:32](=[CH:33][CH:34]=[C:35]([O:38][CH3:39])[N:36]=5)[CH2:31][CH2:30][C:29]4=[O:40])[CH2:41][OH:42])[CH2:22][CH2:21]3)[C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 86642093HCID 86642093, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69044271HCID 69044271, compoundYield 111.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1,1-dimethylethyl (2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)[1-(2-[7-(methyloxy)-2-oxo-3,4-dihydro-1,8-naphthyridin-1(2H)-yl]-1-{[(phenylmethyl)oxy]methyl}ethyl)-4-piperidinyl]carbamate (167 mg, 0.248 mmol) in ethanol (20 ml) was hydrogenated at 1 atmosphere hydrogen pressure for approximately 9 days. The reaction was filtered through Celite and washed with ethanol. The combined filtrate and washings were evaporated under reduced pressure to afford the product (162 mg, 91%).

Workup

  1. filtrationThe reaction was filtered through Celite
  2. washwashed with ethanol
  3. customThe combined filtrate and washings were evaporated under reduced pressure

Sources & evidence

ORD record
ord-5b0f20f95cab4db1bc9f24c1294e6e3d
Source dataset
uspto-grants-2013_03
Patent number
US08389524B2

Reaction notes

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