2-Fluorophenyl isocyanate → 1-[2-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-4-yl]-3-(2-fluoro-phenyl)-urea

HRID 736351Notes

Reaction equation

HRID 736351 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]=[C:9]=[O:10].[NH2:11][C:12]1[C:13]2[C:20]([C:21]([C:23]3[CH:28]=[C:27]([NH2:29])[CH:26]=[CH:25][N:24]=3)=[O:22])=[CH:19][N:18]([CH:30]([CH3:32])[CH3:31])[C:14]=2[N:15]=[CH:16][N:17]=1.NC1C2C(C(C3C=CN=C(NC(NC4C=CC=CC=4F)=O)C=3)=O)=CN(C(C)C)C=2N=CN=1>>[NH2:11][C:12]1[C:13]2[C:20]([C:21]([C:23]3[CH:28]=[C:27]([NH:29][C:9]([NH:8][C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=4[F:1])=[O:10])[CH:26]=[CH:25][N:24]=3)=[O:22])=[CH:19][N:18]([CH:30]([CH3:32])[CH3:31])[C:14]=2[N:15]=[CH:16][N:17]=1

Participants

4

Reactant 3

HCID 855882-Fluorophenyl isocyanateHCID 689078141-[4-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-2-yl]-3-(2-fluoro-phenyl)-ureaHCID 68908281(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(4-amino-pyridin-2-yl)-methanone

Product 1

HCID 689034811-[2-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-4-yl]-3-(2-fluoro-phenyl)-urea

Procedure

The title compound was prepared from 1-fluoro-2-isocyanato-benzene (0.05 mL, 0.41 mmol) and (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(4-amino-pyridin-2-yl)-methanone (0.10 g, 0.34 mmol) by procedures analogous to those described for the preparation of 1-[4-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-2-yl]-3-(2-fluoro-phenyl)-urea. MS: 434.1 (MH+); HPLC Rf: 2.6 min. (HPLC method 2).

Sources & evidence

ORD record
ord-6ce65d47e520484cb40116ecdaa51ba6
Source dataset
uspto-grants-2009_09
Patent number
US07595325B2

Reaction notes

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