tert-Butyl bromoacetate → tert-butyl[5-(5-bromo-1,3,4-thiadiazol-2-yl)-2H-tetrazol-2-yl]acetate

HRID 1753968Notes

Reaction equation

HRID 1753968 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]2[NH:11][N:10]=[N:9][N:8]=2)=[N:4][N:3]=1.Br[CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]>>[C:17]([O:16][C:14](=[O:15])[CH2:13][N:10]1[N:9]=[N:8][C:7]([C:5]2[S:6][C:2]([Br:1])=[N:3][N:4]=2)=[N:11]1)([CH3:20])([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 1784194815-(5-bromo-1,3,4-thiadiazol-2-yl)-1H-tetrazole

Product 1

HCID 59321665tert-butyl[5-(5-bromo-1,3,4-thiadiazol-2-yl)-2H-tetrazol-2-yl]acetate

Procedure

The title compound was prepared in a similar manner as described for Intermediate 5 from 5-(5-bromo-1,3,4-thiadiazol-2-yl)-1H-tetrazole and tert-butyl bromoacetate. The isolated title compound was contaminated with ˜20% of tert-butyl[5-(5-bromo-1,3,4-thiadiazol-2-yl)-1H-tetrazol-1-yl]acetate. 1HNMR (CDCl3 300 MHz): δ 5.43 (s, 2H), 1.47 (s, 9H).

Workup

  1. customThe title compound was prepared in a similar manner

Sources & evidence

ORD record
ord-ff7635c157f44220bf978465cad8d284
Source dataset
uspto-grants-2015_10
Patent number
US09168248B2

Reaction notes

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