Diisopropylethylamine → HCID 59411191, compound

HRID 2174643Notes

Reaction equation

HRID 2174643 reaction equation
CCN(C(C)C)C(C)C.[CH3:10][C:11]1[C:16]([NH:17][C:18]2[N:23]=[C:22]([C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)[CH:21]=[CH:20][N:19]=2)=[CH:15][C:14]([NH2:30])=[CH:13][N:12]=1.[CH2:31]([N:33]1[CH2:38][CH2:37][N:36]([CH2:39][C:40]2[CH:48]=[CH:47][C:43]([C:44](O)=[O:45])=[CH:42][CH:41]=2)[CH2:35][CH2:34]1)[CH3:32].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>CN(C=O)C>[CH2:31]([N:33]1[CH2:38][CH2:37][N:36]([CH2:39][C:40]2[CH:41]=[CH:42][C:43]([C:44]([NH:30][C:14]3[CH:13]=[N:12][C:11]([CH3:10])=[C:16]([NH:17][C:18]4[N:23]=[C:22]([C:24]5[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=5)[CH:21]=[CH:20][N:19]=4)[CH:15]=3)=[O:45])=[CH:47][CH:48]=2)[CH2:35][CH2:34]1)[CH3:32]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 71526754-(4-Ethylpiperazin-1-ylmethyl)benzoic acidHCID 469098562-Methyl-N3-(4-(pyridin-3-yl)pyriMidin-2-yl)pyridine-3,5-diaMine

Product 1

HCID 59411191HCID 59411191, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

DIEA (47 μL, 0.27 mmol) was added into a solution of 2-Methyl-N3-(4-pyridin-3-yl-pyrimidin-2-yl)-pyridine-3,5-diamine (15 mg, 0.054 mmol), 4-((4-ethylpiperazin-1-yl)methyl)benzoic acid (16.1 mg, 0.61 mmol), BOP (33.4 mg, 0.76 mmol) in DMF (1.5 mL). The reaction mixture is stirred at rt under argon atmosphere overnight. The reaction mixture was then purified by Waters semi-preparative HPLC to the final product. MS (ESI+) m/z 509.1 [M+H]+.

Workup

  1. customThe reaction mixture was then purified by Waters semi-preparative HPLC to the final product

Sources & evidence

ORD record
ord-67a290bce11a4074bb183b758e9ce8fe
Source dataset
uspto-grants-2015_06
Patent number
US09062023B2

Reaction notes

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