Methanol → HCID 118294355, compound

HRID 2205182Notes

Reaction equation

HRID 2205182 reaction equation
C([O:4][C@@H:5]1[C@H:9]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C@:8]([CH2:21][O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([CH:18]([F:20])[F:19])[O:7][C@H:6]1[N:30]1[CH:35]=[C:34]([Cl:36])[C:33]([NH2:37])=[N:32][C:31]1=[O:38])(=O)C.CO>N>[NH2:37][C:33]1[C:34]([Cl:36])=[CH:35][N:30]([C@H:6]2[C@H:5]([OH:4])[C@H:9]([O:10][CH2:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C@:8]([CH2:21][O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)([CH:18]([F:19])[F:20])[O:7]2)[C:31](=[O:38])[N:32]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 118294255HCID 118294255, compound

Product 1

HCID 118294355HCID 118294355, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A mixture of compound 29 (0.235 g, 0.43 mmol) in NH3.MeOH (10 mL) was stirred at r.t for 3 h and then evaporated to dryness under reduced pressure. Purification by silica gel chromatography column [dichloromethane:methanol (40:1)] gave 30 as a white solid (0.135 g, 62%). LC-MS: (M+H)+=508.1

Workup

  1. customevaporated to dryness under reduced pressure
  2. customPurification by silica gel chromatography column [dichloromethane:methanol (40:1)]

Sources & evidence

ORD record
ord-35ba95db34a245298b7b47484c9b94a3
Source dataset
uspto-grants-2016_06
Patent number
US09370569B2

Reaction notes

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