Hydrochloric Acid → HCID 58551744, compound

HRID 1907991Notes

Reaction equation

HRID 1907991 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[N:9]([CH:10]=1)[C:8]1[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=1[O:6][C:5]12[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]1.Cl.O1CCOCC1>>[CH3:1][C:2]1[CH:3]=[C:4]2[N:9]([CH:10]=1)[C:8]1[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=1[O:6][C:5]12[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58551567HCID 58551567, compound

Product 1

HCID 58551744HCID 58551744, compound

Procedure

To tert-butyl 2′-methylspiro[piperidine-4,4′-pyrrolo[2,1-c][1,4]benzoxazine]-1-carboxy late (second eluting fraction from step 2) (0.40 g, 1.1 mmol) was added hydrogen chloride in 1,4-dioxane (2.8 mL of 4.0 M, 11 mmol) and the mixture stirred 1 h, then filtered and rinsed with 1:1 ether/isopropanol to give 2′-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: 1.16 minutes (3 min run).

Workup

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

Sources & evidence

ORD record
ord-7c2a5fdd8d8b4e2da7d1ecd4c00ad4ac
Source dataset
uspto-grants-2013_12
Patent number
US08598164B2

Reaction notes

Loading…