5-Methyl-1,3,4-oxadiazole-2-carboxylic acid → HCID 60141327, compound

HRID 2046610Notes

Reaction equation

HRID 2046610 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([F:30])[C:5]([C:24]2[N:25]=[N:26][N:27]([CH3:29])[N:28]=2)=[C:6]([C:8]2[CH:9]=[CH:10][C:11]3[CH:15]([NH:16][C:17]([C:19]4([NH2:22])[CH2:21][CH2:20]4)=[O:18])[CH2:14][S:13][C:12]=3[CH:23]=2)[CH:7]=1.[CH3:31][C:32]1[O:36][C:35]([C:37](O)=[O:38])=[N:34][N:33]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([F:30])[C:5]([C:24]2[N:25]=[N:26][N:27]([CH3:29])[N:28]=2)=[C:6]([C:8]2[CH:9]=[CH:10][C:11]3[CH:15]([NH:16][C:17]([C:19]4([NH:22][C:37]([C:35]5[O:36][C:32]([CH3:31])=[N:33][N:34]=5)=[O:38])[CH2:21][CH2:20]4)=[O:18])[CH2:14][S:13][C:12]=3[CH:23]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 198119465-Methyl-1,3,4-oxadiazole-2-carboxylic acidHCID 60141326HCID 60141326, compound

Product 1

HCID 60141327HCID 60141327, compound

Procedure

In analogy to the procedure described for the preparation of intermediate A-1 [B], 1-amino-cyclopropanecarboxylic acid{(rac)-6-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)-phenyl]-2,3-dihydro-benzo[b]thiophen-3-yl}-amide (example 61) has been coupled with 5-methyl-[1,3,4]oxadiazole-2-carboxylic acid to yield the title compound as light yellow amorphous solid. MS: 555.1 (MH+, 1Cl).

Sources & evidence

ORD record
ord-d094dae4e34045138ab66fcaaacfc889
Source dataset
uspto-grants-2013_11
Patent number
US08592426B2

Reaction notes

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