Lactic Acid → HCID 59606120, compound

HRID 1945779Notes

Reaction equation

HRID 1945779 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([CH2:12][N:13]3[CH2:18][CH2:17][CH:16]([C:19]([OH:22])([CH3:21])[CH3:20])[CH2:15][CH2:14]3)[N:8]2[CH3:11])=[C:4]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[N:3]=1.[C:29]1([NH2:36])[C:30]([NH2:35])=[CH:31][CH:32]=[CH:33][CH:34]=1.[C:37](O)(=O)[CH:38]([CH3:40])[OH:39]>>[OH:39][C@H:38]([C:40]1[N:36]([C:2]2[N:10]=[C:9]3[C:5]([N:6]=[C:7]([CH2:12][N:13]4[CH2:18][CH2:17][CH:16]([C:19]([OH:22])([CH3:20])[CH3:21])[CH2:15][CH2:14]4)[N:8]3[CH3:11])=[C:4]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[N:3]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[N:35]=1)[CH3:37]

Participants

4

Reactant 3

HCID 612Lactic AcidHCID 7243O-PhenylenediamineHCID 596034262-(1-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol

Product 1

HCID 59606120HCID 59606120, compound

Procedure

Following the procedures for 157 and General Procedure J, 2-(1-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol (1.21 g, 2.96 mmol) and benzene-1,2-diamine were reacted followed by condensation with lactic acid to give a racemic mixture. The enantiomers were separated by SFC to give 199. LCMS m/z: 535.3 (MH+)

Workup

  1. customwere reacted
  2. customto give a racemic mixture
  3. customThe enantiomers were separated by SFC

Sources & evidence

ORD record
ord-b68d19c63df3474eacf41a46511a8aa5
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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