2-Bromobutanoic acid → HCID 58033009, compound

HRID 1009782Notes

Reaction equation

HRID 1009782 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH2:4][C:5]1[S:9][C:8]([NH2:10])=[N:7][CH:6]=1.[Br:15][CH:16]([CH2:20][CH3:21])[C:17]([OH:19])=O.C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)[C:40]2N=C[CH:43]=[CH:44][C:39]=2N=N1>C(#N)C>[Br:15][CH:16]([C:20]1[CH:21]=[CH:43][CH:44]=[CH:39][CH:40]=1)[C:17]([NH:10][C:8]1[S:9][C:5]([CH2:4][C:3]2[CH:11]=[CH:12][CH:13]=[CH:14][C:2]=2[Cl:1])=[CH:6][N:7]=1)=[O:19]

Participants

6

Reactant 4

HCID 66552-Bromobutanoic acidHCID 8471TriethylamineHCID 7277455-(2-Chloro-benzyl)-thiazol-2-ylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 58033009HCID 58033009, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-(2-Chloro-benzyl)-thiazol-2-ylamine (0.484 g, 2.16 mmol) and 2-bromo-butyric acid (0.360 g, 2.16 mmol) were dissolved in acetonitrile (20 mL) containing triethylamine (302 μL, 2.16 mmol). O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (1.15 g, 3.02 mmol) was added and the solution was allowed to stir for 16 hours. The crude product was purified by silica gel chromatography. ESI-MS m/z calc. 372.0, found 373.2 (M+1)+ Retention time 3.41 minutes.

Workup

  1. customThe crude product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-e7f44c5308a14134bac4984cd5838e94
Source dataset
uspto-grants-2011_07
Patent number
US07973169B2

Reaction notes

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