Formic Acid → HCID 178457880, compound

HRID 1158640Notes

Reaction equation

[F:1][C:2]1[CH:37]=[CH:36][C:5]([CH2:6][C:7]2[NH:8][C:9]([C:12]3[C:21](O)=[C:20]4[C:15]([CH:16]=[CH:17][CH:18]=[N:19]4)=[C:14]([N:23]4[CH2:28][CH2:27][N:26]([CH2:29][C:30]([NH:32][CH:33]([CH3:35])[CH3:34])=[O:31])[CH2:25][CH2:24]4)[N:13]=3)=[N:10][N:11]=2)=[CH:4][CH:3]=1.C(O)=[O:39]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:7]2[NH:8][C:9]([C:12]3[CH:21]=[C:20]4[C:15]([CH:16]=[CH:17][C:18]([OH:39])=[N:19]4)=[C:14]([N:23]4[CH2:24][CH2:25][N:26]([CH2:29][C:30]([NH:32][CH:33]([CH3:35])[CH3:34])=[O:31])[CH2:27][CH2:28]4)[N:13]=3)=[N:10][N:11]=2)=[CH:36][CH:37]=1

Participants

Reactant 2

HCID 284Formic Acid

HCID 178457881HCID 178457881, compound

Product 1

HCID 178457880HCID 178457880, compound

Procedure

In a similar manner as described in example 17, 2-(4-{7-[5-(4-fluorobenzyl)-4H-1,2,4-triazol-3-yl]-8-hydroxy-1,6-naphthyridin-5-yl}piperazin-1-yl)-N-isopropylacetamide (31 mg, 38%) was prepared as the formic acid. 1H NMR (CDCl3): δ 9.13 (d, J=4.0 Hz, 1 H), 8.42 (d, J=8.4 Hz, 1 H), 7.56(dd, J=8.4, 4.0 Hz, 1 H), 7.36 (m, 2 H), 7.02 (m, 2 H), 4.19 (s, 2 H), 4.17-4.13 (m, 1 H), 3.37 (s, 4 H), 3.13 (s, 2 H), 2.82 (s, 4 H), 1.20 (d, J=6.4 Hz, 6 H); MS m/z 505 (M+1).

Sources & evidence

ORD record: ord-d2d382e380c84e59ad6d9383009bb384
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07812016B2

Reaction notes

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