Hydroxyamine hydrochloride → HCID 59605469, compound

HRID 1922893Notes

Reaction equation

HRID 1922893 reaction equation
C1(C(=[N:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]([C:24]3[N:32]=[C:31]4[C:27]([N:28]=[C:29]([CH2:34][N:35]5[CH2:40][CH2:39][CH:38]([C:41]([OH:44])([CH3:43])[CH3:42])[CH2:37][CH2:36]5)[N:30]4[CH3:33])=[C:26]([N:45]4[CH2:50][CH2:49][O:48][CH2:47][CH2:46]4)[N:25]=3)[N:16]=2)C2C=CC=CC=2)C=CC=CC=1.Cl.NO>CO>[NH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]([C:24]2[N:32]=[C:31]3[C:27]([N:28]=[C:29]([CH2:34][N:35]4[CH2:36][CH2:37][CH:38]([C:41]([OH:44])([CH3:43])[CH3:42])[CH2:39][CH2:40]4)[N:30]3[CH3:33])=[C:26]([N:45]3[CH2:50][CH2:49][O:48][CH2:47][CH2:46]3)[N:25]=2)[N:16]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 86648240HCID 86648240, compound

Product 1

HCID 59605469HCID 59605469, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(1-((2-(3-(Diphenylmethyleneamino)-1H-indazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol and hydroxylamine hydrochloride (12.4 mg) in MeOH (2 mL) were stirred overnight at room temperature. The crude was purified by reverse phase HPLC to give 129 as a white solid (32.6 mg). MS (Q1) 506.3 (M)+. 1H NMR (400 MHz, DMSO) δ 8.56 (d, 1H), 7.83 (d, 1H), 7.47 (t, 1H), 7.17 (t, 1H), 6.05 (s, 2H), 4.26 (s, 5H), 4.02 (s, 1H), 3.79 (s, 7H), 3.68 (s, 4H), 2.86 (t, 2H), 1.97 (t, J=2H), 1.66 (d, 2H), 1.33-1.11 (m, 4H), 1.02 (s, 6H).

Workup

  1. customThe crude was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-906704aee9a44a869c27700dca0bc3f0
Source dataset
uspto-grants-2012_05
Patent number
US08173650B2

Reaction notes

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