5-Iodo-7-(triisopropylsilyl)-7H-pyrrolo-[2,3-d]pyrimidine → {6-[(6-Methoxy-pyridin-3-ylmethyl)-amino]-2-methyl-pyridin-3-yl}-(7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone

HRID 1775191Notes

Reaction equation

HRID 1775191 reaction equation
I[C:2]1[C:10]2[CH:9]=[N:8][CH:7]=[N:6][C:5]=2[N:4]([Si](C(C)C)(C(C)C)C(C)C)[CH:3]=1.C(OC(=O)[N:27]([C:37]1[CH:42]=[CH:41][C:40]([CH:43]=[O:44])=[C:39]([CH3:45])[N:38]=1)[CH2:28][C:29]1[CH:30]=[N:31][C:32]([O:35][CH3:36])=[CH:33][CH:34]=1)(C)(C)C>>[CH3:36][O:35][C:32]1[N:31]=[CH:30][C:29]([CH2:28][NH:27][C:37]2[N:38]=[C:39]([CH3:45])[C:40]([C:43]([C:2]3[C:10]4[CH:9]=[N:8][CH:7]=[N:6][C:5]=4[NH:4][CH:3]=3)=[O:44])=[CH:41][CH:42]=2)=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 509865195-Iodo-7-(triisopropylsilyl)-7H-pyrrolo-[2,3-d]pyrimidineHCID 57963057(5-Formyl-6-methyl-pyridin-2-yl)-(6-methoxy-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester

Product 1

HCID 57963198{6-[(6-Methoxy-pyridin-3-ylmethyl)-amino]-2-methyl-pyridin-3-yl}-(7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone

Procedure

{6-[(6-Methoxy-pyridin-3-ylmethyl)-amino]-2-methyl-pyridin-3-yl}-(7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone P-0019 was prepared in two steps from 5-iodo-7-triisopropylsilanyl-7H-pyrrolo[2,3-d]pyrimidine 38 and (5-formyl-6-methyl-pyridin-2-yl)-(6-methoxy-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester 74 as shown in Scheme 14.

Sources & evidence

ORD record
ord-7ad4865752504b308bb965ec342b96ae
Source dataset
uspto-grants-2016_02
Patent number
US09260437B2

Reaction notes

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