HCID 67775191, compound → HCID 178464371, compound

HRID 511638Notes

Reaction equation

HRID 511638 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[NH:12][C:13](=O)[CH2:14][CH2:15][CH:16]1[CH2:19][CH:18]([N:20]([CH2:23][C@@H:24]2[C@@H:31]3[C@@H:27]([O:28][C:29]([CH3:33])([CH3:32])[O:30]3)[C@H:26]([N:34]3[C:38]4[N:39]=[CH:40][N:41]=[C:42]([NH:43][CH2:44][C:45]5[CH:50]=[CH:49][C:48]([O:51][CH3:52])=[CH:47][C:46]=5[O:53][CH3:54])[C:37]=4[CH:36]=[CH:35]3)[CH2:25]2)[CH2:21][CH3:22])[CH2:17]1>C(O)(=O)C>[C:8]([C:6]1[CH:5]=[CH:4][C:3]2[NH:12][C:13]([CH2:14][CH2:15][CH:16]3[CH2:17][CH:18]([N:20]([CH2:23][C@@H:24]4[C@H:31]5[O:30][C:29]([CH3:33])([CH3:32])[O:28][C@H:27]5[C@H:26]([N:34]5[C:38]6[N:39]=[CH:40][N:41]=[C:42]([NH:43][CH2:44][C:45]7[CH:50]=[CH:49][C:48]([O:51][CH3:52])=[CH:47][C:46]=7[O:53][CH3:54])[C:37]=6[CH:36]=[CH:35]5)[CH2:25]4)[CH2:21][CH3:22])[CH2:19]3)=[N:1][C:2]=2[CH:7]=1)([CH3:10])([CH3:11])[CH3:9]

Participants

3

Reactant 1

HCID 67775191HCID 67775191, compound

Product 1

HCID 178464371HCID 178464371, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of N-(2-amino-4-(tert-butyl)phenyl)-3-(3-((((3aR,4R,6R,6aS)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methyl)(ethyl)amino)cyclobutyl)propanamide (0.88 g, 1.2 mmol) in Acetic acid (3 mL) was stirred overnight at 60° C., the volatiles removed in vacuo and remaining residue purified by flash chromatography (DCM/7N NH3 in MeOH 93:7) to give the desired compound (0.85 g) as a foam.

Workup

  1. customthe volatiles removed in vacuo
  2. custompurified by flash chromatography (DCM/7N NH3 in MeOH 93:7)

Sources & evidence

ORD record
ord-301aac67791f468d8939ca82da28eb19
Source dataset
uspto-grants-2015_08
Patent number
US09096634B2

Reaction notes

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