Isoamylamine → HCID 58459790, compound

HRID 1675348Notes

Reaction equation

HRID 1675348 reaction equation
[C:1]([C:4]1[S:8][C:7]([N:9]2[CH2:13][C:12]3[CH2:14][N:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:16][C:11]=3[CH2:10]2)=[N:6][CH:5]=1)(O)=[O:2].[CH2:24]([NH2:29])[CH2:25][CH:26]([CH3:28])[CH3:27].C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[CH3:27][CH:26]([CH3:28])[CH2:25][CH2:24][NH:29][C:1]([C:4]1[S:8][C:7]([N:9]2[CH2:10][C:11]3[CH2:16][N:15]([C:17]([O:19][C:20]([CH3:22])([CH3:23])[CH3:21])=[O:18])[CH2:14][C:12]=3[CH2:13]2)=[N:6][CH:5]=1)=[O:2]

Participants

6

Reactant 4

HCID 7894IsoamylamineHCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58459773HCID 58459773, compound

Product 1

HCID 58459790HCID 58459790, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

tert-Butyl 5-(5-carboxythiazol-2-yl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrole-2-carboxylate (186 mg, 0.55 mmol), isoamylamine (0.42 ml, 2.6 mmol), triethylamine (153 μl, 1.1 mmol) and HATU (209 mg, 0.55 mmol) were stirred at room temperature in 20 ml of DMF for 2 h. The solvent was evaporated off, and the residue was admixed with water and ethyl acetate. The organic phase was removed and concentrated, and the crude product was converted further directly. Yield: 225 mg, M+H+: 407.20.

Workup

  1. customThe solvent was evaporated off
  2. customThe organic phase was removed
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-ea4888317de049ecb0939d0065e3da07
Source dataset
uspto-grants-2011_08
Patent number
US08003677B2

Reaction notes

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