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

HRID 2094125Notes

Reaction equation

HRID 2094125 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]([C:10]2[C:14]3[N:15]=[CH:16][N:17]=[C:18]([C:19]4[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=4[O:27][CH2:28][CH:29]4[CH2:31][CH2:30]4)[C:13]=3[NH:12][CH:11]=2)=[O:9])[CH2:3][CH2:2]1.Cl[C:33]([C:35]1([O:38]C(=O)C)[CH2:37][CH2:36]1)=[O:34]>>[OH:38][C:35]1([C:33]([N:1]2[CH2:2][CH2:3][CH:4]([NH:7][C:8]([C:10]3[C:14]4[N:15]=[CH:16][N:17]=[C:18]([C:19]5[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=5[O:27][CH2:28][CH:29]5[CH2:30][CH2:31]5)[C:13]=4[NH:12][CH:11]=3)=[O:9])[CH2:5][CH2:6]2)=[O:34])[CH2:37][CH2:36]1

Participants

3

Reactant 2

HCID 143196381-(Chlorocarbonyl)cyclopropyl acetateHCID 668676844-(2-cyclopropylmethoxy-4-methoxy-phenyl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid piperidin-4-ylamide

Product 1

HCID 668658784-(2-Cyclopropylmethoxy-4-methoxy-phenyl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid {1-[1-(1-hydroxy-cyclopropyl)-methanoyl]-piperidin-4-yl}-amide

Procedure

Starting from 4-(2-cyclopropylmethoxy-4-methoxy-phenyl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid piperidin-4-ylamide (example A152) and acetic acid 1-chlorocarbonyl-cyclopropyl ester the title compound is obtained as colorless solid.

Sources & evidence

ORD record
ord-0ee9e912d5ab49eeacae7e5c8dbc8d01
Source dataset
uspto-grants-2013_05
Patent number
US08445501B2

Reaction notes

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