Ammonium formate → HCID 11444889, compound

HRID 2298781Notes

Reaction equation

C([N:8]1[N:12]=[N:11][C:10]([C@@H:13]2[C@@H:17]([OH:18])[C@@H:16]([OH:19])[C@H:15]([N:20]3[CH:28]=[N:27][C:26]4[C:21]3=[N:22][C:23]([NH:44][CH2:45][CH2:46][N:47]3[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]3)=[N:24][C:25]=4[NH:29][CH2:30][CH:31]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[O:14]2)=[N:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].C(O)C>[N:11]1[NH:12][N:8]=[N:9][C:10]=1[C@@H:13]1[C@@H:17]([OH:18])[C@@H:16]([OH:19])[C@H:15]([N:20]2[CH:28]=[N:27][C:26]3[C:21]2=[N:22][C:23]([NH:44][CH2:45][CH2:46][N:47]2[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]2)=[N:24][C:25]=3[NH:29][CH2:30][CH:31]([C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[O:14]1

Participants

Conditions

Temperature: 50 °C

Procedure

To 10% palladium on carbon (1.6 g) under nitrogen was added a solution of Intermediate 5 (1.67 g, 2.38 mM) in ethanol (50 ml) followed by ammonium formate (0.72 g, 11.9 mM). The mixture was heated to 50° C. for 4 h., filtered through a pad of Harborlite®. The filtrate was evaporated under reduced pressure to yield the title compound as a pale yellow solid (1.45 g).

Workup

filtrationfiltered through a pad of Harborlite®
customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record: ord-47eb4bac6b394feb9a9515a4775569d6
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06495528B1

Reaction notes

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