Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate → HCID 67376896, compound

HRID 1850561Notes

Reaction equation

HRID 1850561 reaction equation
[CH:1]1([N:6]2[C:10]3[N:11]=[C:12]([NH:15][C:16]4[CH:24]=[CH:23][C:19]([C:20]([OH:22])=O)=[CH:18][N:17]=4)[N:13]=[CH:14][C:9]=3[CH:8]=[C:7]2[C:25](=[O:29])[N:26]([CH3:28])[CH3:27])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:30]1[CH:34]2[CH2:35][NH:36][CH2:37][CH:33]2[CH2:32][N:31]1[C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39]>>[CH:1]1([N:6]2[C:10]3[N:11]=[C:12]([NH:15][C:16]4[CH:24]=[CH:23][C:19]([C:20]([N:36]5[CH2:35][CH:34]6[CH2:30][N:31]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:32][CH:33]6[CH2:37]5)=[O:22])=[CH:18][N:17]=4)[N:13]=[CH:14][C:9]=3[CH:8]=[C:7]2[C:25](=[O:29])[N:26]([CH3:27])[CH3:28])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 4142526Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylateHCID 583154726-(7-cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)nicotinic acid

Product 1

HCID 67376896HCID 67376896, compoundYield 63%

Procedure

The 6-(7-cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)nicotinic acid was combined with tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate following amide formation method 3 which gave tert-butyl 5-(6-(7-cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)nicotin oyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (45 mg) in 63% yield. HR-MS (m/z MH+) 589.33 RT 4.31 min

Sources & evidence

ORD record
ord-8ea3385cd0d542609f169223907007b6
Source dataset
uspto-grants-2015_02
Patent number
US08957074B2

Reaction notes

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