2,1,3-Benzothiadiazol-4-amine → HCID 131725491, compound

HRID 1349136Notes

Reaction equation

HRID 1349136 reaction equation
[CH2:1]([O:4][N:5]=[C:6]1[CH2:10][N:9]([C:11]([O:13]C(C)(C)C)=O)[C@H:8]([C:18]([OH:20])=O)[CH2:7]1)[CH:2]=[CH2:3].[C:21]1([CH:27]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)C(Cl)=O)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[N:37]1[S:38][N:39]=[C:40]2[C:45]([NH2:46])=[CH:44][CH:43]=[CH:42][C:41]=12>>[CH2:1]([O:4][N:5]=[C:6]1[CH2:10][N:9]([C:11](=[O:13])[CH:27]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C@H:8]([C:18]([NH:46][C:45]2[C:40]3[C:41](=[N:37][S:38][N:39]=3)[CH:42]=[CH:43][CH:44]=2)=[O:20])[CH2:7]1)[CH:2]=[CH2:3]

Participants

4

Reactant 3

HCID 698452,1,3-Benzothiadiazol-4-amineHCID 746372,2-Diphenylacetyl chlorideHCID 58714562(2S,4EZ)-4-[(allyloxy)imino)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725491HCID 131725491, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-4-[(allyloxy)-imino]-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid, diphenylacetyl chloride, and 2,1,3-benzothiadiazol-4-amine the title compound was obtained in 46% purity by LC/MS. MS(ESI+): m/z=512.4.

Sources & evidence

ORD record
ord-5011b5a4b9ae42328531d08377028bfe
Source dataset
uspto-grants-2007_05
Patent number
US07211601B2

Reaction notes

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