HCID 67354835, compound → HCID 67355305, compound

HRID 1850653Notes

Reaction equation

HRID 1850653 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]([C:5]1[N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:8]2[N:9]=[C:10](Cl)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4].[C:22]([O:26][C:27]([N:29]1[CH:35]2[CH2:36][CH2:37][CH:30]1[CH2:31][N:32]([C:39]1[CH:40]=[N:41][C:42]([NH2:45])=[CH:43][CH:44]=1)[C:33](=[O:38])[CH2:34]2)=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[C:22]([O:26][C:27]([N:29]1[CH:35]2[CH2:36][CH2:37][CH:30]1[CH2:31][N:32]([C:39]1[CH:40]=[N:41][C:42]([NH:45][C:10]3[N:11]=[CH:12][C:7]4[CH:6]=[C:5]([C:3](=[O:4])[N:2]([CH3:21])[CH3:1])[N:14]([C:15]5[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=5)[C:8]=4[N:9]=3)=[CH:43][CH:44]=1)[C:33](=[O:38])[CH2:34]2)=[O:28])([CH3:25])([CH3:23])[CH3:24]

Participants

3

Reactant 2

HCID 67354835HCID 67354835, compoundHCID 86686655HCID 86686655, compound

Product 1

HCID 67355305HCID 67355305, compoundYield 89%

Procedure

Following general N—C coupling procedure 1, 2-chloro-7-phenyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (181 mg, 0.602 mmol) was combined with 3-(6-amino-pyridin-3-yl)-4-oxo-3,9-diaza-bicyclo[4.2.1]nonane-9-carboxylic acid tert-butyl ester (200 mg, 0.602 mmol), which gave 3-[6-(6-dimethylcarbamoyl-7-phenyl-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 (320 mg, 0.536 mmol) in 86% yield.

Sources & evidence

ORD record
ord-d5c54d032b7d4961aee6edf6fb07df65
Source dataset
uspto-grants-2015_02
Patent number
US08957074B2

Reaction notes

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