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Hydrochloric Acid → {4-[(3-(Pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-3,4-dihydro-2H-1,4-benzoxazin-6-yl}methanol Hydrochloride

HRID 551812
Notes
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Reaction equation

HRID 551812 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]2[CH2:11][CH2:10][N:9]([C:12]([N:14]3[C:19]4[CH:20]=[C:21]([CH2:24][OH:25])[CH:22]=[CH:23][C:18]=4[O:17][CH2:16][CH2:15]3)=[O:13])[CH2:8]2)[CH:2]=1.[ClH:26]>CCOCC>[ClH:26].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]2[CH2:11][CH2:10][N:9]([C:12]([N:14]3[C:19]4[CH:20]=[C:21]([CH2:24][OH:25])[CH:22]=[CH:23][C:18]=4[O:17][CH2:16][CH2:15]3)=[O:13])[CH2:8]2)[CH:2]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 24853019{4-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-3,4-dihydro-2H-1,4-benzoxazin-6-yl}methanol

Product 1

HCID 67188124{4-[(3-(Pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-3,4-dihydro-2H-1,4-benzoxazin-6-yl}methanol Hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

0.21 g of {4-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-3,4-dihydro-2H-1,4-benzoxazin-6-yl}methanol, dissolved in 6.19 ml of a 0.1N solution of hydrochloric acid in ether, is introduced into a 50 ml round-bottomed flask. Stirring is maintained for ten minutes. After evaporating, the residue is triturated in ethyl ether and then the solid is filtered off in order to obtain, after drying under vacuum, 0.108 g of {4-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-3,4-dihydro-2H-1,4-benzoxazin-6-yl}methanol hydrochloride.

Workup

  1. additionis introduced into a 50 ml round-bottomed flask
  2. temperatureis maintained for ten minutes
  3. customAfter evaporating
  4. customthe residue is triturated in ethyl ether
  5. filtrationthe solid is filtered off in order
  6. customto obtain
  7. dry with materialafter drying under vacuum, 0.108 g of {4-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-3,4-dihydro-2H-1,4-benzoxazin-6-yl}methanol hydrochloride

Sources & evidence

ORD record
ord-ec66cefe42e2426f9789789729c863ea
Source dataset
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07947834B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes