HCID 67355699, compound → 9-Boc-4-oxo-3,9-diaza-bicyclo[4.2.1]nonane

HRID 627437Notes

Reaction equation

HRID 627437 reaction equation
ClC1N=CC2C=C(C(NC)=O)N(C3CCCC3)C=2N=1.NC1N=CC([N:27]2[C:34](=[O:35])[CH2:33][C@H:32]3[N:36]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[C@H:29]([CH2:30][CH2:31]3)[CH2:28]2)=CC=1>>[C:40]([O:39][C:37]([N:36]1[CH:32]2[CH2:31][CH2:30][CH:29]1[CH2:28][NH:27][C:34](=[O:35])[CH2:33]2)=[O:38])([CH3:43])([CH3:41])[CH3:42]

Participants

3

Reactant 2

HCID 67355699HCID 67355699, compoundHCID 866410801211444-14-2

Product 1

HCID 585748429-Boc-4-oxo-3,9-diaza-bicyclo[4.2.1]nonaneYield 78%

Procedure

Following general N—C coupling procedure 1, 2-chloro-7-cyclopentyl-N-methyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide was combined with (1R,6S)-tert-butyl 3-(6-aminopyridin-3-yl)-4-oxo-3,9-diazabicyclo[4.2.1]nonane-9-carboxylate which gave (1R,6S)-3-[6-(7-cyclopentyl-6-methylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl])-4-oxo-3,9-diaza-bicyclo[4.2.1]nonane-9-carboxylic acid tert-butyl ester (200 mg) in 78% yield. MS 575.8 m/z (M+H)

Sources & evidence

ORD record
ord-ada7d48626ba4ad897dd0c86d93bf09c
Source dataset
uspto-grants-2016_04
Patent number
US09309252B2

Reaction notes

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