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tert-Butyl Formate → Tert-butyl 5-bromospiro[indoline-3,4'-piperidine]-1'-carboxylate

HRID 529059
Notes
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Reaction equation

HRID 529059 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]3)[CH:9]=[N:8][C:5]2=[CH:6][CH:7]=1.C(OC(C)(C)C)=O>>[Br:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:11][CH2:12][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:14][CH2:15]3)[CH2:9][NH:8][C:5]2=[CH:6][CH:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 61207tert-Butyl FormateHCID 68758388Tert-butyl 5-bromospiro[indole-3,4'-piperidine]-1'-carboxylate

Product 1

HCID 49760955Tert-butyl 5-bromospiro[indoline-3,4'-piperidine]-1'-carboxylate

Procedure

Tert-butyl 5-bromospiro[indoline-3,4′-piperidine]-1′-carboxylate was prepared by the procedures described in Example 1, Step 2, substituting tert-butyl 5-chlorospiro[indole-3,4′-piperidine]-1′-carboxylate with tert-butyl 5-bromospiro[indole-3,4′-piperidine]-1′-carboxylate. LCMS (APCI+) m/z 267, 269 [M+H−Boc]+; Rt=3.89 min.

Sources & evidence

ORD record
ord-2c1f45a56f584c0b9342b317165e1204
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09346805B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes