HCID 86663706, compound → HCID 57489646, compound

HRID 2044097Notes

Reaction equation

HRID 2044097 reaction equation
[F:1][C:2]1[C:3]([C:24]2[CH2:29][CH2:28][CH2:27][C@@H:26]([NH:30][C:31]([NH:33][C:34]3[S:35][CH:36]=[CH:37][N:38]=3)=[O:32])[CH:25]=2)=[N:4][C:5]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:14][CH:13]=2)=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8].FC1C(C2CCC[C@H](NC(NC3SC=CN=3)=O)C=2)=NC(NC2C=CC(N3CCOCC3)=CC=2)=C(C=1)C(N)=O>>[F:1][C:2]1[C:3]([C:24]2[CH2:29][CH2:28][CH2:27][CH:26]([NH:30][C:31]([NH:33][C:34]3[S:35][CH:36]=[CH:37][N:38]=3)=[O:32])[CH:25]=2)=[N:4][C:5]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:14][CH:13]=2)=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8]

Participants

3

Reactant 2

HCID 86663706HCID 86663706, compoundHCID 86663707HCID 86663707, compound

Product 1

HCID 57489646HCID 57489646, compound

Procedure

The sample was separated on a chiral column: Chiralpak AS-H 25×3 cm, 5 μm; Column Temp. 40° C.; Flow rate: 150 mL/min; Mobile Phase: CO2/MeOH=65/35; to give the two enantiomers. Example 33: (R)-5-fluoro-2-(4-morpholinophenylamino)-6-(3-(3-thiazol-2-ylureido)cyclohex-1-enyl)nicotinamide and Example 440: (S)-5-fluoro-2-(4-morpholinophenylamino)-6-(3-(3-thiazol-2-ylureido)cyclohex-1-enyl)nicotinamide.

Workup

  1. customThe sample was separated on a chiral column
  2. custom40° C.
  3. customto give the two enantiomers

Sources & evidence

ORD record
ord-15de1e5e8d254fda98885a88c7a8b917
Source dataset
uspto-grants-2013_11
Patent number
US08586751B2

Reaction notes

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