Methyl N-(triethylammoniosulfonyl)carbamate → HCID 67461096, compound

HRID 553814Notes

Reaction equation

HRID 553814 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:39])[C@@H:13]([NH:18][C:19]([C:21]2[CH:26]=[C:25]([O:27][CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[N:24]=[C:23]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[N:22]=2)=[O:20])[CH2:14][C:15](=O)[NH2:16])[CH2:8][CH2:7]1)=[O:5])[CH3:2].CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC>C(Cl)Cl>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][N:9]([C:12](=[O:39])[C@@H:13]([NH:18][C:19]([C:21]2[CH:26]=[C:25]([O:27][CH:28]3[CH2:29][CH2:30][CH2:31][CH2:32]3)[N:24]=[C:23]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[N:22]=2)=[O:20])[CH2:14][C:15]#[N:16])[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 67462138HCID 67462138, compound

Product 1

HCID 67461096HCID 67461096, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-{(S)-3-carbamoyl-2-[(6-cyclopentyloxy-2-phenyl-pyrimidine-4-carbonyl)-amino]-propionyl}-piperazine-1-carboxylic acid ethyl ester (67 mg) was dissolved in DCM (2 ml) under argon and Burgess reagent (103 mg) was added portionwise. After 1 h stirring at RT, the solvent was removed and the crude was purified by preparative TLC (EA/Hept 1/1) to offer 35 mg of the desired compound.

Workup

  1. customthe solvent was removed
  2. customthe crude was purified by preparative TLC (EA/Hept 1/1)

Sources & evidence

ORD record
ord-5b2c6c5cc5174007a201e562769cabfb
Source dataset
uspto-grants-2011_11
Patent number
US08048881B2

Reaction notes

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