Hydrochloric Acid → HCID 58551389, compound

HRID 1907992Notes

Reaction equation

HRID 1907992 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][N:5]2[C:22]=1[C:9]1([CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]1)[O:8][C:7]1[CH:23]=[CH:24][CH:25]=[CH:26][C:6]2=1.Cl.O1CCOCC1>>[CH3:1][C:2]1[CH:3]=[CH:4][N:5]2[C:6]3[CH:26]=[CH:25][CH:24]=[CH:23][C:7]=3[O:8][C:9]3([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)[C:22]=12

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58550801Tert-butyl 3-methylspiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-carboxylate

Product 1

HCID 58551389HCID 58551389, compound

Procedure

To tert-butyl 3-methylspiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-1′-carboxylate (first eluting peak from step 2 (1.0 g, 2.8 mmol) was added hydrogen chloride in 1,4-dioxane (7.0 mL of 4.0 M, 28 mmol) and the mixture stirred 1 h, then filtered and rinsed with 1:1 ether/isopropanol to give 3′-methylspiro[piperidine-4,4′-pyrrolo[2,1-c][1,4]benzoxazine] as a pink solid. ESI-MS m/z calc. 254.3. found 255.3 (M+1)+; Retention time: 1.14 minutes (3 min run).

Workup

  1. filtrationfiltered
  2. washrinsed with 1:1 ether/isopropanol

Sources & evidence

ORD record
ord-d25ba041763447b5a000ea95109a5393
Source dataset
uspto-grants-2013_12
Patent number
US08598164B2

Reaction notes

Loading…