Diisopropylethylamine → HCID 71748086, compound

HRID 571649Notes

Reaction equation

HRID 571649 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([OH:13])=O)[CH:10]=2)[CH:7]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[S:47]1[C:56]2[CH2:55][CH2:54][NH:53][CH2:52][CH2:51][C:50]=2[NH:49][C:48]1=[O:57]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:53]3[CH2:54][CH2:55][C:56]4[S:47][C:48](=[O:57])[NH:49][C:50]=4[CH2:51][CH2:52]3)=[O:13])[CH:10]=2)[CH:7]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 336956786-Chloropyrazolo[1,5-A]pyrimidine-2-carboxylic acidHCID 86697866HCID 86697866, compound

Product 1

HCID 71748086HCID 71748086, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared in accordance with the general method of example 1 from 0.25 mmol 6-chloro-pyrazolo[1,5-A]pyrimidine-2-carboxylic acid, 0.30 mmol HATU, 1.52 mmol DIPEA and 0.51 mmol 3,4,5,6,7,8-hexahydro-thiazolo[4,5-d]azepin-2-one in 1 mL DMF. The reaction mixture was purified by HPLC chromatography and lyophilized. Yield: 20 mg (23% of theory). ESI-MS: m/z=350 (M+H)+.

Workup

  1. customThe reaction mixture was purified by HPLC chromatography

Sources & evidence

ORD record
ord-8575777e298641738f444fb6c10c338f
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

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