Methanol → HCID 137010196, compound

HRID 2205178Notes

Reaction equation

HRID 2205178 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:38]=[N:37][C:36]2[C:35](=[O:39])[NH:34][C:33]([NH:40]C(=O)C(C)C)=[N:32][C:31]1=2)(=O)C.CO>N>[NH2:40][C:33]1[NH:34][C:35](=[O:39])[C:36]2[N:37]=[CH:38][N:30]([C@H:6]3[C@H:5]([OH:4])[C@H:9]([O:10][CH2:11][C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=4)[C@:8]([CH2:21][O:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)([CH:18]([F:20])[F:19])[O:7]3)[C:31]=2[N:32]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 137010181HCID 137010181, compound

Product 1

HCID 137010196HCID 137010196, compoundYield 53.6%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A mixture of compound 21 (0.5 g, crude) in NH3.MeOH (7 N, 40 mL) was stirred at 35° C. for 16 h and then evaporated to dryness. Purification by silica gel chromatography [dichloromethane:methanol (100:1 to 20:1)] to give the product 22 as a white foam (0.22 g, 53%). LC-MS (M+H)+=514

Workup

  1. customevaporated to dryness
  2. customPurification by silica gel chromatography [dichloromethane:methanol (100:1 to 20:1)]

Sources & evidence

ORD record
ord-b52948c20e2b492e9dc0b842729f4a2e
Source dataset
uspto-grants-2016_06
Patent number
US09370569B2

Reaction notes

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