HCID 67355362, compound → HCID 67355871, compound

HRID 1850606Notes

Reaction equation

HRID 1850606 reaction equation
[CH3:1][N:2]([CH3:22])[C:3]([C:5]1[N:14]([C@H:15]2[CH2:20][C@H:19]3[CH2:21][C@@H:16]2[CH2:17][CH2:18]3)[C:8]2[N:9]=[C:10](Cl)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4].[C:23]([O:27][C:28]([N:30]1[CH:35]2[CH2:36][CH2:37][CH:31]1[CH2:32][N:33]([C:38]([C:40]1[CH:41]=[N:42][C:43]([NH2:46])=[CH:44][CH:45]=1)=[O:39])[CH2:34]2)=[O:29])([CH3:26])([CH3:25])[CH3:24]>>[C:23]([O:27][C:28]([N:30]1[CH:31]2[CH2:37][CH2:36][CH:35]1[CH2:34][N:33]([C:38]([C:40]1[CH:41]=[N:42][C:43]([NH:46][C:10]3[N:11]=[CH:12][C:7]4[CH:6]=[C:5]([C:3](=[O:4])[N:2]([CH3:22])[CH3:1])[N:14]([C@H:15]5[CH2:20][C@H:19]6[CH2:21][C@@H:16]5[CH2:17][CH2:18]6)[C:8]=4[N:9]=3)=[CH:44][CH:45]=1)=[O:39])[CH2:32]2)=[O:29])([CH3:26])([CH3:24])[CH3:25]

Participants

3

Reactant 2

HCID 67355362HCID 67355362, compoundHCID 86686648HCID 86686648, compound

Product 1

HCID 67355871HCID 67355871, compound

Procedure

Following general N—C coupling procedure 1 as in example 76, 7-(1S,2S,4R)-Bicyclo[2.2.1]hept-2-yl-2-chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (90 mg, 0.28 mmol) was combined with 3-(6-Amino-pyridine-3-carbonyl)-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester which gave 3-[6-((1S,2S,4R)-7-Bicyclo[2.2.1]hept-2-yl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridine-3-carbonyl]-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester and was used as is without further characterization.

Sources & evidence

ORD record
ord-ff8920caffcb47d8bc8f4c393f4ca033
Source dataset
uspto-grants-2015_02
Patent number
US08957074B2

Reaction notes

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