2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide → HCID 58315435, compound

HRID 1483133Notes

Reaction equation

HRID 1483133 reaction equation
[CH3:1][N:2]([CH3:20])[C:3]([C:5]1[N:14]([CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[C:8]2[N:9]=[C:10](Cl)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4].[NH2:21][C:22]1[N:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][CH:31]([CH2:34][CH2:35][OH:36])[CH2:30][CH2:29]2)=[CH:24][CH:23]=1>>[CH3:1][N:2]([CH3:20])[C:3]([C:5]1[N:14]([CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[C:8]2[N:9]=[C:10]([NH:21][C:22]3[N:27]=[CH:26][C:25]([N:28]4[CH2:29][CH2:30][CH:31]([CH2:34][CH2:35][OH:36])[CH2:32][CH2:33]4)=[CH:24][CH:23]=3)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 583154322-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamideHCID 67241076HCID 67241076, compound

Product 1

HCID 58315435HCID 58315435, compoundYield 93%

Procedure

Following Buchwald Method B, 2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (100 mg, 0.34 mmol) and 2-(6′-amino-3,4,5,6-tetrahydro-2H-[1,3′]bipyridinyl-4-yl)-ethanol (90 mg, 0.38 mmol) to give 7-cyclopentyl-2-[4-(2-hydroxy-ethyl)-3,4,5,6-tetrahydro-2H-[1,3′]bipyridinyl-6′-ylamino]-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (80 mg, 93%). MS (ESI) m/z 478.3 (M+H)+

Sources & evidence

ORD record
ord-aeeb46ea87d9482b9803d746706a9b29
Source dataset
uspto-grants-2016_08
Patent number
US09416136B2

Reaction notes

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