p-Toluenesulfonic acid → HCID 86584529, compound

HRID 479530Notes

Reaction equation

HRID 479530 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][CH:3]=1.[CH:11]([C@H:13]1[CH2:17][CH2:16][CH2:15][N:14]1[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=O.[NH:25]1[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[N:27]=[N:26]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[N:25]1([CH:11]([NH:8][C:6](=[O:7])[C:5]2[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=2)[C@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[N:27]=[N:26]1

Participants

5

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 120844-ChlorobenzamideHCID 7009153N-(tert-Butoxycarbonyl)-D-prolinalHCID 178418385HCID 178418385, compound

Product 1

HCID 86584529HCID 86584529, compound

Procedure

4-Chlorobenzamide, tert-butyl (2R)-formyl-1-pyrrolidinecarboxylate, benzotriazole, and p-toluenesulfonic acid were processed as described in Example 53A to provide the desired product.

Sources & evidence

ORD record
ord-e608c8c426d44c74b57cf08ef8c0f6f4
Source dataset
uspto-grants-2003_11
Patent number
US06645968B2

Reaction notes

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