1,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamine → HCID 178496568, compound

HRID 717144Notes

Reaction equation

HRID 717144 reaction equation
[CH3:1][O:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([CH2:9][N:10]2[C:15](=[O:16])[CH2:14][NH:13][C:12]3[N:17]=[CH:18][C:19]([C:21]4[C:22]([CH3:30])=[CH:23][C:24]([C:27]([NH2:29])=[O:28])=[N:25][CH:26]=4)=[N:20][C:11]2=3)[CH2:5][CH2:4]1.C(O[CH:37](OCC(C)(C)C)[N:38]([CH3:40])[CH3:39])C(C)(C)C>O1CCCC1>[CH3:37][N:38](/[CH:40]=[N:29]\[C:27](=[O:28])[C:24]1[CH:23]=[C:22]([CH3:30])[C:21]([C:19]2[CH:18]=[N:17][C:12]3[NH:13][CH2:14][C:15](=[O:16])[N:10]([CH2:9][C@H:6]4[CH2:7][CH2:8][C@H:3]([O:2][CH3:1])[CH2:4][CH2:5]4)[C:11]=3[N:20]=2)=[CH:26][N:25]=1)[CH3:39]

Participants

4

Reactant 2

HCID 786231,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamineHCID 178496567HCID 178496567, compound

Product 1

HCID 178496568HCID 178496568, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
85 °C

Procedure

5-(8-(((trans)-4-Methoxycyclohexyl)methyl)-7-oxo-5,6,7,8-tetrahydropyrazino[2,3-b]pyrazin-2-yl)-4-methylpicolinamide (0.412 g, 1.00 mmol), dimethylformamide dineopentylacetal (1.5 mL) and tetrahydrofuran (10 mL) were combined and heated at 85° C. for 3 h. Reaction was concentrated under a stream of nitrogen placed in reaction vessel. Crude product was used directly for next step (0.467 g, 1.00 mmol, 100% yield). MS (ESI) m/z 466.6 [M+1]+

Workup

  1. customReaction
  2. concentrationwas concentrated under a stream of nitrogen
  3. customplaced in reaction vessel

Sources & evidence

ORD record
ord-e7f25496c06d4d5095ccf814b695a328
Source dataset
uspto-grants-2015_11
Patent number
US09193692B2

Reaction notes

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