Diisopropylethylamine → HCID 22649084, compound

HRID 393196Notes

Reaction equation

HRID 393196 reaction equation
Br[C:2]1[S:3][C:4]2[C:9]([Cl:10])=[N:8][C:7]([S:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[N:6][C:5]=2[N:19]=1.N[CH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][N:22]1C(OC(C)(C)C)=O.C([N:36](C(C)C)C(C)C)C>O1CCCC1>[Cl:10][C:9]1[C:4]2[S:3][C:2]([NH:36][CH:25]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:26]3)=[N:19][C:5]=2[N:6]=[C:7]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:8]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 4112359tert-butyl 2-aminopiperidine-1-carboxylateHCID 220520385-(Benzylthio)-2-bromo-7-chlorothiazolo[4,5-d]pyrimidine

Product 1

HCID 22649084HCID 22649084, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the product from Example 219 (0.3 g) in tetrahydrofuran (2 ml) containing 4 amino-1-piperidinecarboxylic acid, 1,1-dimethylethyl ester (0. 161 g) and N-ethyldiisopropylamine (0.5 ml) was stirred for 16 hours before evaporating to dryness. The residue was taken into dichloromethane (30 ml) and trifluoroacetic acid (3 ml) added. The solution was stirred for 30 minutes then concentrated to give the title compound (310 mg).

Workup

  1. custombefore evaporating to dryness
  2. additionadded
  3. stirringThe solution was stirred for 30 minutes
  4. concentrationthen concentrated

Sources & evidence

ORD record
ord-14b5a1a35c074595a0e564224343a045
Source dataset
uspto-grants-2004_10
Patent number
US06806273B1

Reaction notes

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