Sodium Hydroxide → HCID 178497939, compound

HRID 1510952Notes

Reaction equation

HRID 1510952 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([NH:10][CH2:11][C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=2)=[O:9])[CH2:4][CH2:3]1.[Cl:22][C:23]1[N:28]=[C:27](Cl)[N:26]=[C:25]([NH:30][CH2:31][C@@H:32]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH3:33])[N:24]=1.[OH-].[Na+]>>[Cl:22][C:23]1[N:24]=[C:25]([NH:30][CH2:31][C@@H:32]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH3:33])[N:26]=[C:27]([NH:1][C@@H:2]2[CH2:7][CH2:6][C@H:5]([C:8]([NH:10][CH2:11][C:12]3[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=3)=[O:9])[CH2:4][CH2:3]2)[N:28]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 866443924,6-dichloro-N-[(2R)-2-phenylpropyl]-1,3,5-triazin-2-amineHCID 178497940HCID 178497940, compound

Product 1

HCID 178497939HCID 178497939, compound

Conditions

Temperature
40 °C

Procedure

Methyl 4-({[(cis-4-aminocyclohexyl)carbonyl]amino}methyl)benzoate (1.48 g, 3.67 mmol, 1.00 equiv) was added to the suspension prepared in step a. The resulting mixture was heated to 40° C. and treated with 1 N NaOH to maintain a pH of 9-10. The reaction mixture was stirred for 30 min and then used immediately in the next step without workup or purification. MS (ES+): m/e 537.1 [M+H]+.

Workup

  1. temperatureto maintain a pH of 9-10
  2. customused immediately in the next step without workup or purification

Sources & evidence

ORD record
ord-76ff7c203c264abbaf7c52ce8d227571
Source dataset
uspto-grants-2012_07
Patent number
US08212032B2

Reaction notes

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