Morpholine → HCID 69141997, compound

HRID 1794074Notes

Reaction equation

HRID 1794074 reaction equation
C(OC1C=CC(COC(N2CCNCC2)=O)=CC=1)C1C=CC=CC=1.[F:25][C:26]1[CH:66]=[CH:65][C:29]([CH2:30][O:31][C:32]2[CH:64]=[CH:63][C:35]([CH2:36][O:37][C:38]([N:40]3[CH2:45][CH2:44][N:43](C(OCC4C5C=CC=CC=5C5C4=CC=CC=5)=O)[CH2:42][CH2:41]3)=[O:39])=[CH:34][CH:33]=2)=[CH:28][CH:27]=1.N1CCOCC1>>[F:25][C:26]1[CH:27]=[CH:28][C:29]([CH2:30][O:31][C:32]2[CH:64]=[CH:63][C:35]([CH2:36][O:37][C:38]([N:40]3[CH2:41][CH2:42][NH:43][CH2:44][CH2:45]3)=[O:39])=[CH:34][CH:33]=2)=[CH:65][CH:66]=1

Participants

4

Reactant 3

HCID 8083MorpholineHCID 69140874HCID 69140874, compoundHCID 69142608HCID 69142608, compound

Product 1

HCID 69141997HCID 69141997, compound

Procedure

Prepared in analogy to piperazine-1-carboxylic acid 4-benzyloxy-benzyl ester (Example 41) from piperazine-1,4-dicarboxylic acid 9H-fluoren-9-ylmethyl ester 4-(4-fluoro-benzyloxy)-benzyl ester and morpholine: colourless, waxy solid: IR (Nujol): 3341 cm−1, 1689 cm−1. 1H-NMR (CDCl3): 1.75 br, 1H; 2.85–2.90 m, 4H and 3.40–3.55 m, 4H; 5.02 s, 2H; 5.07 s, 2H; 6.94 d, J=8.4 Hz, 2H, 7.07 t, J=8.8 Hz, 2H, 7.30 d, J=8.4 Hz, 2H and 7.38–7.42 m, 2H. MS (EI): 344.3 M+.

Workup

  1. custom5.02 s, 2H
  2. custom5.07 s, 2H
  3. custom6.94 d, J=8.4 Hz, 2H, 7.07 t, J=8.8 Hz, 2H, 7.30 d, J=8.4 Hz, 2H and 7.38–7.42 m, 2H

Sources & evidence

ORD record
ord-77c063f3cc0a4407b846fc8c926522c7
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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