Ethylamine → HCID 22901914, compound

HRID 1768632Notes

Reaction equation

HRID 1768632 reaction equation
[F:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH:9](O)[C:8]2[CH:12]=[C:13]([S:15]([NH:18]C(C)(C)C)(=[O:17])=[O:16])[S:14][C:7]=2[S:6]1(=[O:24])=[O:23].C1(C)C=CC(S([Cl:34])(=O)=O)=CC=1.[CH2:36]([NH2:38])[CH3:37]>C1COCC1>[ClH:34].[CH2:36]([NH:38][CH:9]1[C:8]2[CH:12]=[C:13]([S:15]([NH2:18])(=[O:16])=[O:17])[S:14][C:7]=2[S:6](=[O:23])(=[O:24])[N:5]([CH2:4][CH2:3][CH2:2][F:1])[CH2:10]1)[CH3:37]

Participants

5

Reactant 3

HCID 6341EthylamineHCID 73974-Toluenesulfonyl chlorideHCID 22901955HCID 22901955, compound

Product 1

HCID 22901914HCID 22901914, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the product from Step A (0.99 g, 2.87 mmol) in THF (6.0 mL) at 0° C. was treated with p-toluenesulfonyl chloride (1.09 g, 5.75 mmol) and subsequently ethylamine (5 mL) in a manner identical to that described in Example 7, Step D to give the desired compound (700 mg, recrystallized from ethyl acetate/methylene chloride): mp 238°-239° C. Analysis. Calculated for C11H19ClFN3O4S3 : C, 32.38; H, 4.69; N, 10.30. Found: C, 32.52; H, 4.90; N, 0.29.

Sources & evidence

ORD record
ord-a876c6bde2b3421e9f0d211332be3fd4
Source dataset
uspto-grants-1995_01
Patent number
US05378703

Reaction notes

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