Water → HCID 136983798, compound

HRID 64355Notes

Reaction equation

HRID 64355 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([N:17]3[N:18]=[C:19]([C:23]4[CH:28]=[CH:27][C:26]([O:29][C:30]5[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=5)=[CH:25][CH:24]=4)[C:20]([C:21]#[N:22])=[C:16]3[NH:15][C:14]2=[O:36])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:37]>OP(O)(O)=O>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([N:17]3[N:18]=[C:19]([C:23]4[CH:24]=[CH:25][C:26]([O:29][C:30]5[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=5)=[CH:27][CH:28]=4)[C:20]([C:21]([NH2:22])=[O:37])=[C:16]3[NH:15][C:14]2=[O:36])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 962WaterHCID 1369281111'-Benzyl-2-oxo-6-(4-phenoxyphenyl)-1,2-dihydrospiro[imidazo[1,2-b]pyrazole-3,4'-piperidine]-7-carbonitrile

Product 1

HCID 136983798HCID 136983798, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 1004Phosphoric AcidSolvent

Procedure

A solution of 1′-benzyl-2-oxo-6-(4-phenoxyphenyl)-1,2-dihydrospiro[imidazo[1,2-b]pyrazole-3,4′-piperidine]-7-carbonitrile (200 mg, 0.42 mmol) in H3PO4 (15 mL) was heated to 120° C. for 2 hr. The solution was poured to water (10 mL) and extracted with EA (10 mL×3). The combined organic layers were dried over Na2SO4 and concentrated to give the crude product (120 mg, 58.0%) as an off-white solid. MS (ESI, m/e) [M+1]+ 493.9.

Workup

  1. extractionextracted with EA (10 mL×3)
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-2f388d5fadd74973bc5b45437a013fdc
Source dataset
uspto-grants-2016_09
Patent number
US09447106B2

Reaction notes

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