2,2-DiMethylcyclohexanaMine → HCID 54576053, compound

HRID 2191599Notes

Reaction equation

HRID 2191599 reaction equation
[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]2[N:13]=[C:12]3[C:14]([C:25]([OH:27])=O)=[CH:15][N:16](COCC[Si](C)(C)C)[C:11]3=[N:10][CH:9]=2)[CH:5]=[N:4]1)[CH3:2].C1(C2N=C3C(C(O)=O)=CN(COCC[Si](C)(C)C)C3=NC=2)CC1.[CH3:51][C:52]1([CH3:59])[CH2:57][CH2:56][CH2:55][CH2:54][CH:53]1[NH2:58].Cl.NC1(C(O)(C)C)CCCC1>>[CH3:51][C:52]1([CH3:59])[CH2:57][CH2:56][CH2:55][CH2:54][CH:53]1[NH:58][C:25]([C:14]1[C:12]2[C:11](=[N:10][CH:9]=[C:8]([C:6]3[CH:5]=[N:4][N:3]([CH2:1][CH3:2])[CH:7]=3)[N:13]=2)[NH:16][CH:15]=1)=[O:27]

Participants

5

Reactant 4

HCID 144058572,2-DiMethylcyclohexanaMineHCID 578296532-cyclopropyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acidHCID 584385442-(1-ethyl-1H-pyrazol-4-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acidHCID 67001422HCID 67001422, compound

Product 1

HCID 54576053HCID 54576053, compound

Procedure

2-(1-Ethyl-1H-pyrazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (2,2-dimethyl-cyclohexyl)-amide was prepared according to the procedure outlined in Example 1, steps 4-5 substituting 2-(1-ethyl-1H-pyrazol-4-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid for 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid and 2,2-dimethylcyclohexylamine [Example 21, steps 1-2] for 2-(1-amino-cyclopentyl)-propan-2-ol hydrochloride in step 4. MS: (M+H)+=367.

Sources & evidence

ORD record
ord-fed50ea39b3c46a39ee9e8d78b9dd025
Source dataset
uspto-grants-2012_12
Patent number
US08329699B2

Reaction notes

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