2-Bromoethanol → HCID 58315445, compound

HRID 1483128Notes

Reaction equation

[CH3:1][N:2]([CH3:34])[C:3]([C:5]1[N:28]([CH:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)[C:8]2[N:9]=[C:10]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]([N:22]4[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)=[O:21])=[CH:16][N:15]=3)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4].Br[CH2:36][CH2:37][OH:38]>>[CH3:1][N:2]([CH3:34])[C:3]([C:5]1[N:28]([CH:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)[C:8]2[N:9]=[C:10]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]([N:22]4[CH2:27][CH2:26][N:25]([CH2:36][CH2:37][OH:38])[CH2:24][CH2:23]4)=[O:21])=[CH:16][N:15]=3)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4]

Participants

Reactant 2

HCID 108982-Bromoethanol

HCID 44818763HCID 44818763, compound

Product 1

HCID 58315445HCID 58315445, compoundYield 48%

Procedure

Following General Procedure D, 7-cyclopentyl-2-[5-(piperazine-1-carbonyl)-pyridin-2-ylamino]-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (200 mL, 0.43 mmol) and 2-bromo ethanol (37 mg, 0.52 mmol) to give 7-cyclopentyl-2-{5-[4-(2-hydroxy-ethyl)-piperazine-1-carbonyl]-pyridin-2-ylamino}-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (100 mg, 48%). MS (ESI) m/z 478.3 (M+H)|

Sources & evidence

ORD record: ord-918a0fb06dc74d4681aa3fbba4c9a0c7
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09416136B2

Reaction notes

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