2-Amino-5-ethyl-1,3,4-thiadiazole → HCID 131725462, compound

HRID 1745088Notes

Reaction equation

HRID 1745088 reaction equation
C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]1[C:16]([OH:18])=O)=[O:7])(C)(C)C.[C:19]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:24]=[CH:23][C:22](C(Cl)=O)=[CH:21][CH:20]=1.[CH2:34]([C:36]1[S:40][C:39]([NH2:41])=[N:38][N:37]=1)[CH3:35]>>[C:28]1([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:29]=[CH:30][C:31]([C:6]([N:8]2[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]2[C:16]([NH:41][C:39]2[S:40][C:36]([CH2:34][CH3:35])=[N:37][N:38]=2)=[O:18])=[O:7])=[CH:32][CH:33]=1

Participants

4

Reactant 3

HCID 264442-Amino-5-ethyl-1,3,4-thiadiazoleHCID 841514-Phenylbenzoyl chlorideHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725462HCID 131725462, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid, [1,1′-biphenyl]-4-carbonyl chloride, and 5-ethyl-1,3,4-thiadiazol-2-amine the title compound was obtained in 89% purity by LC/MS. MS(ESI+): m/z=450.2.

Sources & evidence

ORD record
ord-53e00dc9743843f3b2e73b84ce66459b
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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