Carbamate → 6-cyclopropylmethoxy-2-[4-(2,7-diaza-spiro[4.4]non-2-yl)-3-fluorophenyl]-2H-isoquinolin-1-one

HRID 69445Notes

Reaction equation

HRID 69445 reaction equation
C(=O)([O-])N.C(OC([N:12]1[CH2:16][CH2:15][C:14]2([CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][C:24]([N:27]4[CH:36]=[CH:35][C:34]5[C:29](=[CH:30][CH:31]=[C:32]([O:37][CH2:38][CH:39]6[CH2:41][CH2:40]6)[CH:33]=5)[C:28]4=[O:42])=[CH:23][C:22]=3[F:43])[CH2:17]2)[CH2:13]1)=O)(C)(C)C>>[CH:39]1([CH2:38][O:37][C:32]2[CH:33]=[C:34]3[C:29](=[CH:30][CH:31]=2)[C:28](=[O:42])[N:27]([C:24]2[CH:25]=[CH:26][C:21]([N:18]4[CH2:19][CH2:20][C:14]5([CH2:15][CH2:16][NH:12][CH2:13]5)[CH2:17]4)=[C:22]([F:43])[CH:23]=2)[CH:36]=[CH:35]3)[CH2:41][CH2:40]1

Participants

3

Reactant 2

HCID 276CarbamateHCID 689915857-[4-(6-cyclopropylmethoxy-1-oxo-1H-isoquinolin-2-yl)-2-fluorophenyl]-2,7-diaza-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester

Product 1

HCID 689912536-cyclopropylmethoxy-2-[4-(2,7-diaza-spiro[4.4]non-2-yl)-3-fluorophenyl]-2H-isoquinolin-1-one

Procedure

According to Method H, the carbamate was cleaved to 7-[4-(6-cyclopropylmethoxy-1-oxo-1H-isoquinolin-2-yl)-2-fluorophenyl]-2,7-diaza-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester. In this way the product was obtained with molecular weight 433.53 (C26H28FN3O2); MS (ESI): 434 (M+H+).

Workup

  1. customIn this way the product was obtained with molecular weight 433.53 (C26H28FN3O2)

Sources & evidence

ORD record
ord-8d79c914d8004cdbbbdf75047d7d2046
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

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