Triethylamine → HCID 178433421, compound

HRID 510148Notes

Reaction equation

HRID 510148 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:19]=[C:18]3[NH:20][CH:21]=[N:22][C:23](=[O:24])[C:17]3=[CH:16][N:15]=2)=[N:6]1.Cl[C:30]1C(C(OC)=O)=CN=C(C2C3C(=NC=CC=3)N(CC3C=CC=CC=3F)N=2)N=1.Cl.C(N)(=N)C.C(N(CC)CC)C>>[F:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:19]=[C:18]3[NH:20][C:21]([CH3:30])=[N:22][C:23](=[O:24])[C:17]3=[CH:16][N:15]=2)=[N:6]1

Participants

5

Reactant 4

HCID 8471TriethylamineHCID 67170Acetamidine monohydrochlorideHCID 86720049Methyl 4-chloro-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-5-carboxylateHCID 178518225HCID 178518225, compound

Product 1

HCID 178433421HCID 178433421, compound

Procedure

In analogy to the preparation process for 7-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimido[4,5-d]pyrimidin-4(1H)-one (example 152), proceeding from 100 mg (0.25 mmol) of methyl 4-chloro-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-5-carboxylate (example 106A), 47.5 mg (0.50 mmol) of acetamidine hydrochloride and 175 μl (1.26 mmol) of triethylamine, 32 mg (31% of theory) of the target compound were obtained.

Workup

  1. customwere obtained

Sources & evidence

ORD record
ord-34c1b41a0a7847cba22f8859a2abd5bd
Source dataset
uspto-grants-2015_08
Patent number
US09096592B2

Reaction notes

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