Ammonia → HCID 22063255, compound

HRID 1827798Notes

Reaction equation

HRID 1827798 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3]C=1N1CCC(=O)CC1.N.C(O[C:18]([N:20]1[CH2:25][CH2:24][C:23]([C:46]#[N:47])([NH:26][C:27](=[O:45])[CH:28]([NH:36][C:37]([N:39]2[CH2:44][CH2:43][O:42][CH2:41][CH2:40]2)=[O:38])[CH2:29][CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)[CH2:22][CH2:21]1)=O)C.[NH2:48][C:49]1([C:61]#[N:62])[CH2:54][CH2:53][N:52]([C:55]2[N:60]=[CH:59][CH:58]=[CH:57][N:56]=2)[CH2:51][CH2:50]1>CO>[NH2:48][C:49]1([C:61]#[N:62])[CH2:54][CH2:53][N:52]([C:55]2[N:60]=[CH:59][CH:58]=[CH:57][N:56]=2)[CH2:51][CH2:50]1.[C:46]([C:23]1([NH:26][C:27]([CH:28]([NH:36][C:37]([N:39]2[CH2:44][CH2:43][O:42][CH2:41][CH2:40]2)=[O:38])[CH2:29][CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)=[O:45])[CH2:24][CH2:25][N:20]([C:18]2[N:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH2:21][CH2:22]1)#[N:47]

Participants

7

Reactant 4

HCID 222Ammonia2×HCID 14788561-Pyrimidin-2-yl-piperidin-4-oneHCID 22063255HCID 22063255, compoundHCID 69416907HCID 69416907, compound

Product 2

HCID 22063255HCID 22063255, compoundHCID 22260486HCID 22260486, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

4-Amino-4-cyano-1-pyrimidin-2-yl-piperidine was prepared according to the procedure from Example 7, step a, starting with 1-(pyrimidin-2-yl)-4-piperidone with the exception that a 2 M ammonia in methanol solution replaced the 5 M ammonia in methanol solution. (b) The title compound was prepared starting from N-(4-Morpholinecarbonyl)-L-cyclohexyl alanine and 4-amino-4-cyano-1-pyrimidin-2-yl-piperidine according to the procedure from Example 2, step b, except that the compound was purified by HPLC using a 20×250 mm C18 reverse phase column with the method being 30% acetonitrile in water to 100% acetonitrile. MS, m/z 469=M+1.

Workup

  1. customwas purified by HPLC

Sources & evidence

ORD record
ord-6c880bf606d44839b11252a7baebe734
Source dataset
uspto-grants-2006_06
Patent number
US07056915B2

Reaction notes

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