2-Aminothiazole → HCID 53629296, compound

HRID 1726440Notes

Reaction equation

HRID 1726440 reaction equation
C1([NH:4][S:5]([NH2:8])(=[O:7])=[O:6])CC1.[CH:9]1[N:13]=[C:12]([NH2:14])[S:11][CH:10]=1>>[S:11]1[CH:10]=[CH:9][N:13]=[C:12]1[NH:14][NH:4][S:5]([NH2:8])(=[O:6])=[O:7]

Participants

3

Reactant 2

HCID 21552-AminothiazoleHCID 21041394Sulfamide, cyclopropyl- (9CI)

Product 1

HCID 53629296HCID 53629296, compound

Procedure

The titled compound was prepared according to the same procedures described for the synthesis of N-cyclopropylsulfamide above, substituting cyclopropyl amine with 2-amino thiozol. However, the Boc-protected intermediate was never isolated due to loss of the protection group during reaction work-up and the following recrystallization steps. The titled product was isolated after silica gel column chromatography (Biotage 40 M, eluent=5-10% MeOH in DCM). 1H NMR (d6-DMSO, 400 MHz)  6.52 (br s, 2H), 6.75 (d, 1H), 7.19 (d, 1H), 12.1 (br s, 1H). MS m/z 180 (ESI+, MH+).

Workup

  1. customThe titled compound was prepared
  2. customwas never isolated due to loss of the protection group during reaction work-up
  3. customthe following recrystallization steps

Sources & evidence

ORD record
ord-14f9fd80064f495cb490d0ecd69edd75
Source dataset
uspto-grants-2009_02
Patent number
US07491794B2

Reaction notes

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