4-Methylmorpholine → HCID 44610130, compound

HRID 655135Notes

Reaction equation

HRID 655135 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:32]3[N:8]([N:9]([CH3:33])[CH2:10][O:11][C:12]=3[C:13]=1[N:14]1[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][C:23](=[O:26])[N:22]([CH2:27]C(OC)=O)[N:21]=3)[CH2:16][CH2:15]1)[CH:7]=[C:6]([C:34]([OH:36])=[O:35])[C:5]2=[O:37].CN1[CH2:44][CH2:43][O:42][CH2:41]C1>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]2[C:32]3[N:8]([N:9]([CH3:33])[CH2:10][O:11][C:12]=3[C:13]=1[N:14]1[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][C:23](=[O:26])[N:22]([CH2:27][C:2]4[CH:13]=[CH:12][CH:44]=[C:43]([O:42][CH3:41])[CH:3]=4)[N:21]=3)[CH2:16][CH2:15]1)[CH:7]=[C:6]([C:34]([OH:36])=[O:35])[C:5]2=[O:37]

Participants

4

Reactant 2

HCID 79724-MethylmorpholineHCID 59144379HCID 59144379, compound

Product 1

HCID 44610130HCID 44610130, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

As described for compound 20a, 25 was obtained starting from 24 (300 mg, 0.99 mmol, 2.0 eq.), pyridine (4 mL,) N-methylmorpholine (0.2 mL, 4.0 mmol, 4.0 eq.) and TNOC (140 mg, 0.50 mmol, 1.0 eq.). The crude product was purified by T.L.C. preparative to afford the title compound (80 mg, 28%) as a yellow solid.

Workup

  1. custom25 was obtained
  2. customThe crude product was purified by T.L.C

Sources & evidence

ORD record
ord-462662f6b3d842a0881181b01353f15d
Source dataset
uspto-grants-2011_12
Patent number
US08071590B2

Reaction notes

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