5-Iodo-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine → {5-[(Diphenylmethylene)amino]pyridin-3-yl}(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone

HRID 82181Notes

Reaction equation

HRID 82181 reaction equation
I[C:2]1[C:10]2[CH:9]=[N:8][CH:7]=[N:6][C:5]=2[N:4]([CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])[CH:3]=1.[C:19]1([C:25](=[N:32][C:33]2[CH:34]=[N:35][CH:36]=[C:37]([CH:44]=2)[C:38](N(OC)C)=[O:39])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[C:19]1([C:25](=[N:32][C:33]2[CH:44]=[C:37]([C:38]([C:2]3[C:10]4[CH:9]=[N:8][CH:7]=[N:6][C:5]=4[N:4]([CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])[CH:3]=3)=[O:39])[CH:36]=[N:35][CH:34]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 708177355-Iodo-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidineHCID 866720805-((Diphenylmethylene)amino)-N-methoxy-N-methylnicotinamide

Product 1

HCID 86672100{5-[(Diphenylmethylene)amino]pyridin-3-yl}(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone

Procedure

The title compound was prepared according to the method described for Preparation 28 using 5-iodo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine (Preparation 101) and 5-[(diphenylmethylene)amino]-N-methoxy-N-methylnicotinamide (Preparation 23) to afford the title compound as a yellow oil in 32% yield, 460 mg.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-db02a65302064a0cab0c04253e63cbd5
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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