2-(3-Aminophenyl)ethan-1-ol → HCID 58327696, compound

HRID 2039744Notes

Reaction equation

HRID 2039744 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][OH:10])[CH:5]=[CH:6][CH:7]=1.Cl[C:12]1[C:13]2[C:20]([C:21]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[O:22])=[CH:19][NH:18][C:14]=2[N:15]=[CH:16][N:17]=1>>[OH:10][CH2:9][CH2:8][C:4]1[CH:3]=[C:2]([NH:1][C:12]2[C:13]3[C:20]([C:21]([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)=[O:22])=[CH:19][NH:18][C:14]=3[N:15]=[CH:16][N:17]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 149389872-(3-Aminophenyl)ethan-1-olHCID 58961526HCID 58961526, compound

Product 1

HCID 58327696HCID 58327696, compound

Procedure

(4-((3-(2-Hydroxyethyl)phenyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(phenyl)methanone was synthesized using 2-(3-aminophenyl)ethanol and (4-chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(phenyl)methanone according to the general procedure A. A white solid was obtained. M.p.>300° C.; 400 MHz 1HNMR (DMSO-d6) δ 11.25 (s, 1H), 8.42 (s, 1H), 7.90-7.81 (m, 4H), 7.65-7.55 (m, 4H), 7.26 (m, 1H), 6.90 (d, J=7.2 Hz, 1H), 4.63 (s, 1H), 3.61-3.60 (m, 2H), 2.74-2.70 (m, 2H); LCMS [M+H] 359.

Workup

  1. customA white solid was obtained

Sources & evidence

ORD record
ord-2d320e945a70409f9fcb8ba371ca64e9
Source dataset
uspto-grants-2013_11
Patent number
US08580803B2

Reaction notes

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