(4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-nitro-phenyl)methanone → {3-[3-(4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-prop-2-ynyl}-carbamic acid tert-butyl ester

HRID 916768Notes

Reaction equation

HRID 916768 reaction equation
[C:1]([O:5][C:6](=[O:34])[NH:7][CH2:8][C:9]#[C:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([C:19]2[C:27]3[C:26](Cl)=[N:25][CH:24]=[N:23][C:22]=3[N:21]([CH:29]3[CH2:33][CH2:32][CH2:31][CH2:30]3)[CH:20]=2)=[O:18])[CH:12]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:35]C1C2C(C(C3C=CC=C([N+]([O-])=O)C=3)=O)=CN(C3CCCC3)C=2N=CN=1>>[C:1]([O:5][C:6](=[O:34])[NH:7][CH2:8][C:9]#[C:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([C:19]2[C:27]3[C:26]([NH2:35])=[N:25][CH:24]=[N:23][C:22]=3[N:21]([CH:29]3[CH2:33][CH2:32][CH2:31][CH2:30]3)[CH:20]=2)=[O:18])[CH:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 11859043(4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-nitro-phenyl)methanoneHCID 86760549{3-[3-(4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-prop-2-ynyl}-carbamic acid tert-butyl ester

Product 1

HCID 67219053{3-[3-(4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-prop-2-ynyl}-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from {3-[3-(4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-prop-2-ynyl}-carbamic acid tert-butyl ester (452 mg, 0.94 mmol) by a procedure analogous to that described for (4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-nitro-phenyl)methanone. MS: 460.3/360.3 (MH+); HPLC Rf: 6.45 min. (HPLC method 4).

Sources & evidence

ORD record
ord-d23b6dfb1ba246d5b61f274e934bdb8e
Source dataset
uspto-grants-2007_09
Patent number
US07271262B2

Reaction notes

Loading…