HCID 86678221, compound → HCID 71510292, compound

HRID 2362323Notes

Reaction equation

HRID 2362323 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=2)[N:9]2[C:19](=[O:42])[N:20]([CH2:22][CH2:23][CH2:24][S:25]([CH2:28][CH2:29][CH2:30][O:31][S:32]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][CH:36]=3)(=[O:34])=[O:33])(=[O:27])=[O:26])[N:21]=[C:8]2[N:7]([C:43]2[CH:48]=[CH:47][CH:46]=[C:45]([C:49]([F:52])([F:51])[F:50])[CH:44]=2)[C:6]=1[CH3:53])=[O:4]>CN(C)C.C(O)C>[C:38]1([CH3:41])[CH:37]=[CH:36][C:35]([S:32]([O-:34])(=[O:31])=[O:33])=[CH:40][CH:39]=1.[C:17]([C:14]1[CH:15]=[CH:16][C:11]([CH:10]2[N:9]3[C:19](=[O:42])[N:20]([CH2:22][CH2:23][CH2:24][S:25]([CH2:28][CH2:29][CH2:30][N+:7]([CH3:43])([CH3:8])[CH3:6])(=[O:26])=[O:27])[N:21]=[C:8]3[N:7]([C:43]3[CH:48]=[CH:47][CH:46]=[C:45]([C:49]([F:50])([F:51])[F:52])[CH:44]=3)[C:6]([CH3:53])=[C:5]2[C:3]([O:2][CH3:1])=[O:4])=[CH:12][CH:13]=1)#[N:18]

Participants

4

Reactant 1

HCID 86678221HCID 86678221, compound

Product 1

HCID 71510292HCID 71510292, compoundYield 136.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1146TrimethylamineSolvent

Procedure

Intermediate 23 (68 mg, 0.09 mmol) was dissolved in 31% trimethylamine in ethanol (3 ml) and stirred at RT for 16 hours. The solvent was evaporated in vacuo, and the resulting residue repeatedly azeotroped with diethyl ether until a solid formed. The solid was collected and dried in vacuo to yield the title compound as an off-white solid (51 mg).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe resulting residue repeatedly azeotroped with diethyl ether until a solid
  3. customformed
  4. customThe solid was collected
  5. customdried in vacuo

Sources & evidence

ORD record
ord-6c45239c2241449f86c5d074113a80b7
Source dataset
uspto-grants-2014_04
Patent number
US08691826B2

Reaction notes

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