1-(Chlorocarbonyl)cyclopropyl acetate → 4-(5-Cyclopropylmethoxy-benzo[1,3]dioxol-4-yl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid {(R)-1-[1-(1-hydroxy-cyclopropyl)-methanoyl]-pyrrolidin-3-yl}-amide

HRID 2094101Notes

Reaction equation

HRID 2094101 reaction equation
Cl.[NH:2]1[CH2:6][CH2:5][C@@H:4]([NH:7][C:8]([C:10]2[C:14]3[N:15]=[CH:16][N:17]=[C:18]([C:19]4[C:27]5[O:26][CH2:25][O:24][C:23]=5[CH:22]=[CH:21][C:20]=4[O:28][CH2:29][CH:30]4[CH2:32][CH2:31]4)[C:13]=3[NH:12][CH:11]=2)=[O:9])[CH2:3]1.Cl[C:34]([C:36]1([O:39]C(=O)C)[CH2:38][CH2:37]1)=[O:35]>>[OH:39][C:36]1([C:34]([N:2]2[CH2:6][CH2:5][C@@H:4]([NH:7][C:8]([C:10]3[C:14]4[N:15]=[CH:16][N:17]=[C:18]([C:19]5[C:27]6[O:26][CH2:25][O:24][C:23]=6[CH:22]=[CH:21][C:20]=5[O:28][CH2:29][CH:30]5[CH2:32][CH2:31]5)[C:13]=4[NH:12][CH:11]=3)=[O:9])[CH2:3]2)=[O:35])[CH2:38][CH2:37]1

Participants

3

Reactant 2

HCID 143196381-(Chlorocarbonyl)cyclopropyl acetateHCID 668660324-(5-Cyclopropylmethoxy-benzo[1,3]dioxol-4-yl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid (R)-pyrrolidin-3-ylamide hydrochloride

Product 1

HCID 668661114-(5-Cyclopropylmethoxy-benzo[1,3]dioxol-4-yl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid {(R)-1-[1-(1-hydroxy-cyclopropyl)-methanoyl]-pyrrolidin-3-yl}-amide

Procedure

Starting from 4-(5-cyclopropylmethoxy-benzo[1,3]dioxol-4-yl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid (R)-pyrrolidin-3-ylamide hydrochloride (example A142) and acetic acid 1-chlorocarbonyl-cyclopropyl ester the title compound is obtained as colorless solid.

Sources & evidence

ORD record
ord-269e7601930a4d93b760945dd44f7805
Source dataset
uspto-grants-2013_05
Patent number
US08445501B2

Reaction notes

Loading…