4-Methylmorpholine → HCID 53814658, compound

HRID 1837887Notes

Reaction equation

HRID 1837887 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@@H:8]([NH:13][CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[CH2:21][CH2:20][CH2:19][NH:18][C:17]=3[N:16]=2)[CH2:9][C:10]([OH:12])=O)[CH:5]=[CH:6][CH:7]=1.[F:25][P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)[C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=2N=N1.C[N:53]1[CH2:58]COCC1.[C:59]([O:62][CH2:63][CH3:64])(=[O:61])[CH3:60]>CC#N>[CH2:63]([O:62][C:59](=[O:61])[CH2:60][C@@H:58]([C:35]1[CH:36]=[CH:37][CH:38]=[C:39]([F:25])[CH:40]=1)[NH:53][C:10](=[O:12])[CH2:9][C@@H:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=1)[NH:13][CH2:14][C:15]1[CH:24]=[CH:23][C:22]2[CH2:21][CH2:20][CH2:19][NH:18][C:17]=2[N:16]=1)[CH3:64]

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 8857Ethyl AcetateHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 53634676HCID 53634676, compound

Product 1

HCID 53814658HCID 53814658, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of acid 9-3 (235 mg, 0.6056 mmol), amine 9-1 (150 mg, 0.6056 mmol), BOP (350 mg, 0.7873 mmol) and NMM (0.333 mL, 3.03 mmol) in CH3CN (5 mL) was stirred for 20 h. The mixture was diluted with ethyl acetate, washed with 10% K2CO3, brine, and dried over MgSO4. Evaporative removal of the solvent gave 9-4 as a brown oil.

Workup

  1. washwashed with 10% K2CO3, brine
  2. dry with materialdried over MgSO4
  3. customEvaporative removal of the solvent

Sources & evidence

ORD record
ord-d606b5284c7445829fd7b03a9c2e7bdc
Source dataset
uspto-grants-2004_08
Patent number
US06784190B2

Reaction notes

Loading…