7-[(2-fluoro-pyridine-3-carbonyl)-amino]-4,4-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester → 2-[(2,3-Dihydro-1H-pyrrolo[2,3-b]pyridin-6-ylmethyl)amino]-N-(4,4-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl)nicotinamide

HRID 888151Notes

Reaction equation

HRID 888151 reaction equation
C(OC([N:8]1[CH2:17][C:16]([CH3:19])([CH3:18])[C:15]2[C:10](=[CH:11][C:12]([NH:20][C:21]([C:23]3[C:24](F)=[N:25][CH:26]=[CH:27][CH:28]=3)=[O:22])=[CH:13][CH:14]=2)[CH2:9]1)=O)(C)(C)C.Cl.Cl.[NH:32]1[C:36]2=[N:37][C:38]([CH2:41][NH2:42])=[CH:39][CH:40]=[C:35]2[CH2:34][CH2:33]1>>[NH:32]1[C:36]2=[N:37][C:38]([CH2:41][NH:42][C:24]3[N:25]=[CH:26][CH:27]=[CH:28][C:23]=3[C:21]([NH:20][C:12]3[CH:11]=[C:10]4[C:15]([C:16]([CH3:19])([CH3:18])[CH2:17][NH:8][CH2:9]4)=[CH:14][CH:13]=3)=[O:22])=[CH:39][CH:40]=[C:35]2[CH2:34][CH2:33]1

Participants

3

Reactant 2

HCID 219595167-[(2-fluoro-pyridine-3-carbonyl)-amino]-4,4-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl esterHCID 69263332C-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-6-yl)-methylamine dihydrochloride

Product 1

HCID 589420002-[(2,3-Dihydro-1H-pyrrolo[2,3-b]pyridin-6-ylmethyl)amino]-N-(4,4-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl)nicotinamide

Procedure

The titled compound was prepared from 7-[(2-fluoro-pyridine-3-carbonyl)-amino]-4,4-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester and C-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-6-yl)-methylamine dihydrochloride by the method described in Example 1. MS (ES+): 429 (M+H). Calc'd. for C25H28N6O—428.54.

Sources & evidence

ORD record
ord-f0fee12827e2482eb26356eb52ed78e9
Source dataset
uspto-grants-2012_08
Patent number
US08247556B2

Reaction notes

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