Ethylamine → HCID 58941419, compound

HRID 747637Notes

Reaction equation

HRID 747637 reaction equation
[F:1][C:2]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:3]=1[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:6]=1[N:13]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=1)(=[O:20])=[O:19])[CH2:14][C:15]([OH:17])=O.[CH2:36]([N:38]1CCOCC1)[CH3:37].ClC(OCC)=O.C(N)C>O1CCCC1.C(OCC)(=O)C>[F:1][C:2]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:3]=1[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:6]=1[N:13]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=1)(=[O:19])=[O:20])[CH2:14][C:15]([NH:38][CH2:36][CH3:37])=[O:17]

Participants

7

Reactant 4

HCID 6341EthylamineHCID 7525EthylmorpholineHCID 10928Ethyl chloroformateHCID 68569286HCID 68569286, compound

Product 1

HCID 58941419HCID 58941419, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

To 1.8 g of N-[2-(2,6-difluorobenzyl)-6-methoxyphenyl]-N-[(3,4-dimethoxyphenyl)sulfonyl]glycine dissolved in 30 ml of tetrahydrofuran at 0° C. are introduced 0.5 ml of N-ethylmorpholine and 0.38 ml of ethyl chloroformate. After 15 minutes at 10° C., 0.8 g of ethylamine dissolved in tetrahydrofuran is added and the mixture is left at room temperature for 30 minutes. The medium is taken up in ethyl acetate and washed with water, and the organic phase is dried over anhydrous sodium sulfate and concentrated to give 1.4 g of the expected product.

Workup

  1. additionis added
  2. waitthe mixture is left at room temperature for 30 minutes
  3. washwashed with water
  4. dry with materialthe organic phase is dried over anhydrous sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2dcd00f2fd984bc48aaba5e50db16b1e
Source dataset
uspto-grants-2008_07
Patent number
US07396958B2

Reaction notes

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