Tetrahydrofuran → HCID 178521663, compound

HRID 1639964Notes

Reaction equation

HRID 1639964 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][CH2:15][N:14]([C:18](OC4C=CC([N+]([O-])=O)=CC=4)=[O:19])[CH2:13]3)[C:9]2=[O:30])[CH2:4][CH2:3]1.O1CCCC1.C(N(CC)C(C)C)(C)C.[NH:45]1[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]1>>[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][CH2:15][N:14]([C:18]([N:45]4[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]4)=[O:19])[CH2:13]3)[C:9]2=[O:30])[CH2:4][CH2:3]1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 8082PiperidineHCID 81531DiisopropylethylamineHCID 178524483HCID 178524483, compound

Product 1

HCID 178521663HCID 178521663, compound

Procedure

To a solution of 4-nitrophenyl 2-(trans-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]decane-7-carboxylate (30 mg, 0.00007 mol) in tetrahydrofuran (0.5 mL, 0.006 mol) was added N,N-diisopropylethylamine (25.0 μL, 0.000144 mol) and piperidine (10 μL, 0.0001 mol). After stirring at rt for 16 h, the crude reaction mixture was purified by prep.-HPLC to afford the desired product. LC-MS: 364.3 (M+H)+.

Workup

  1. customthe crude reaction mixture
  2. customwas purified by prep.-HPLC

Sources & evidence

ORD record
ord-d4be505ce78049afbf783d25b8ce15e7
Source dataset
uspto-grants-2012_02
Patent number
US08110581B2

Reaction notes

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