Diisopropylethylamine → HCID 67546110, compound

HRID 1253713Notes

Reaction equation

HRID 1253713 reaction equation
[CH2:1]1[C:5]2([CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[CH2:4][CH2:3][N:2]1C(OC(C)(C)C)=O.[Cl:18][C:19]1[CH:24]=[CH:23][N:22]=[C:21]([CH3:25])[CH:20]=1.C(N(C(C)C)C(C)C)C>>[ClH:18].[ClH:18].[CH3:25][C:21]1[CH:20]=[C:19]([N:8]2[CH2:7][CH2:6][C:5]3([CH2:1][NH:2][CH2:3][CH2:4]3)[CH2:10][CH2:9]2)[CH:24]=[CH:23][N:22]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 5813924-Chloro-2-methylpyridineHCID 34178604tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate

Product 1

HCID 67546110HCID 67546110, compoundYield 87%

Conditions

Temperature
90 °C

Procedure

Synthesis of this amine was carried out in analogy to Amine AMN-33 employing tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (1 eq.) and 4-chloro-2-methylpyridine (5 eq.) as starting materials. In step 1 the number of equivalents of N-ethyl-diisopropylamine was adjusted to 5 and the reaction mixture was stirred at 90° C. for 48 h. Step 1—yield: 87%; Step 2—yield: >99%

Sources & evidence

ORD record
ord-ce6791b4c3dd42aa9f09b9afadb25f5a
Source dataset
uspto-grants-2013_06
Patent number
US08455475B2

Reaction notes

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