Ammonia → HCID 72950786, compound

HRID 2359360Notes

Reaction equation

HRID 2359360 reaction equation
OC[N:3]1[C:7]2[N:8]=[C:9]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([N:31]4[CH2:36][CH2:35][N:34]([CH3:37])[CH2:33][CH2:32]4)=[CH:27][CH:26]=3)[N:10]=[C:11]([O:12][C:13]3[CH:14]=[C:15]([NH:19][C:20](=[O:23])[CH:21]=[CH2:22])[CH:16]=[CH:17][CH:18]=3)[C:6]=2[CH:5]=[CH:4]1.N>CO>[CH3:37][N:34]1[CH2:33][CH2:32][N:31]([C:28]2[CH:27]=[CH:26][C:25]([NH:24][C:9]3[N:10]=[C:11]([O:12][C:13]4[CH:14]=[C:15]([NH:19][C:20](=[O:23])[CH:21]=[CH2:22])[CH:16]=[CH:17][CH:18]=4)[C:6]4[CH:5]=[CH:4][NH:3][C:7]=4[N:8]=3)=[CH:30][CH:29]=2)[CH2:36][CH2:35]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 72950788HCID 72950788, compound

Product 1

HCID 72950786HCID 72950786, compoundYield 63.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of Compound 4 (100 mg, 0.2 mmol) in methanol (2 mL) was saturated with ammonia. The reaction mixture was stirred overnight at room temperature. Monitoring by LC-MS indicated that all starting material had been consumed. The solvent was concentrated and the crude material was purified by column chromatography (DCM/MeOH=20/1) to give Compound 1 (60 mg, yield 63.8%, M+H+=470.5) as a pale yellow solid.

Workup

  1. customhad been consumed
  2. concentrationThe solvent was concentrated
  3. customthe crude material was purified by column chromatography (DCM/MeOH=20/1)

Sources & evidence

ORD record
ord-0f02f07242b0417ab51d0b7883d15f07
Source dataset
uspto-grants-2014_04
Patent number
US08685988B2

Reaction notes

Loading…