7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro- → 4-tert-Butyl-N-[2-methyl-3-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl]-benzamide

HRID 589519Notes

Reaction equation

HRID 589519 reaction equation
[CH3:1]N(C)C(N1CC=C(C2NC3N=CN=C(C4C=C(F)C=C(N)C=4C)C=3C=2)CC1)=O.C1C2C(Cl)=NC=NC=2NC=1.CN(C)C(N1CC=C([C:50]2[NH:81][C:53]3[N:54]=[CH:55][N:56]=[C:57]([C:58]4[CH:63]=[CH:62][CH:61]=[C:60]([N:64]5CC[C:71]6[C:66](=[CH:67][CH:68]=[C:69]([C:74](O)([CH3:76])[CH3:75])[CH:70]=6)[C:65]5=[O:78])[C:59]=4[CH2:79]O)[C:52]=3[CH:51]=2)CC1)=O>>[C:74]([C:69]1[CH:68]=[CH:67][C:66]([C:65]([NH:64][C:60]2[CH:61]=[CH:62][CH:63]=[C:58]([C:57]3[C:52]4[CH:51]=[CH:50][NH:81][C:53]=4[N:54]=[CH:55][N:56]=3)[C:59]=2[CH3:79])=[O:78])=[CH:71][CH:70]=1)([CH3:1])([CH3:76])[CH3:75]

Participants

4

Reactant 3

HCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 712308224-(4-{2-Hydroxymethyl-3-[6-(1-hydroxy-1-methyl-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-phenyl}-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamideHCID 867309834-[4-(3-Amino-5-fluoro-2-methyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide

Product 1

HCID 712314534-tert-Butyl-N-[2-methyl-3-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl]-benzamide

Procedure

Intermediate 51 was prepared analogue to Intermediate 6 by replacing Intermediate 3 with 6-chloro-7-deazapurine and Intermediate 5 with Intermediate 48.

Sources & evidence

ORD record
ord-c7b4c8a2765f4373b32c7902484855ee
Source dataset
uspto-grants-2016_01
Patent number
US09233111B2

Reaction notes

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